dimethyl 2,2-dichloro-1,5-pentanedioate | 42964-50-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: dimethyl 2,2-dichloro-1,5-pentanedioate
• 英文别名: dimethyl 2,2-dichloroglutarate；α,α-Dichlor-glutarsaeure-dimethylester；dimethyl 2,2-dichloropentanedioate
• CAS: 42964-50-1
• 化学式: C₇H₁₀Cl₂O₄
• 分子量: 229.06
• InChiKey: KPWJUTXFMPFZSI-UHFFFAOYSA-N

物化性质

• 沸点：
  123-124 °C(Press: 10 Torr)
• 密度：
  1.317±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dimethyl 2,2-dichloro-1,5-pentanedioate 在 sodium hydroxide 、 calcium chloride 、 硫酸 作用下， 以 水 为溶剂， 以85.44 %的产率得到alpha-酮戊二酸
  参考文献：
  名称：

  CN116003246

  摘要：

  公开号：
• 作为产物：
  描述：

  二氯乙酸甲酯 生成 dimethyl 2,2-dichloro-1,5-pentanedioate
  参考文献：
  名称：

  Process for preparation of l-arginine alpha-ketoglutarate 1:1 and 2:1

  摘要：

  一种制备α-酮戊二酸、L-精氨酸α-酮戊二酸1:1和2:1的方法，包括以下步骤：提供调整浓度的α-酮戊二酸水溶液；向α-酮戊二酸水溶液中加入等当量的固体L-精氨酸；在控制温度下搅拌和反应；获得pH约为3~4的L-精氨酸α-酮戊二酸1:1溶液或pH约为6.5~7的L-精氨酸α-酮戊二酸2:1溶液；通过喷雾干燥获得最终的L-精氨酸α-酮戊二酸1:1或2:1产品。通过该过程，L-精氨酸α-酮戊二酸1:1的产率约为94％，L-精氨酸α-酮戊二酸2:1的产率约为97％。该方法消除了大量溶剂，缩短了反应时间，但提高了产率，从而以成本和时间有效的方式通过反应器实现大规模生产。

  公开号：

  US20140187815A1

文献信息

• Process for preparation of L-Arginine alpha-ketoglutarate 1:1 and 2:1
  申请人：Zhang Guoji

  公开号：US20120095260A1

  公开（公告）日：2012-04-19

  A process for preparation of α-ketoglutaric acid, L-arginine α-ketoglutarate 1:1 and 2:1, comprising the steps of: providing a α-ketoglutaratic acid aqueous solution at an adjusted concentration; adding one equivalent mole of solid L-arginine to the α-ketoglutaratic acid aqueous solution; stirring and allowing reaction under a controlled temperature; (e) obtaining a resulting L-arginine α-ketoglutarate 1:1 solution with a pH of approximately 3˜4 or L-arginine α-ketoglutarate 2:1 solution with a pH of approximately 6.5˜7; and obtaining a final product of L-arginine α-ketoglutarate 1:1 or 2:1 through spay drying. The yield of the final product is approximately 94% for L-arginine α-ketoglutarate 1:1 and 97% for L-arginine α-ketoglutarate 2:1 through the process. Large amount of solvents is eliminated and reaction time is shortened but the yield is increased, hence realizing mass production through reactor in a cost and time effective manner.

  一种制备α-酮戊二酸、L-精氨酸α-酮戊二酸1:1和2:1的方法，包括以下步骤：提供调整浓度的α-酮戊二酸水溶液；将一个当量的固体L-精氨酸加入α-酮戊二酸水溶液中；搅拌并在控制温度下进行反应；得到pH约为3˜4的L-精氨酸α-酮戊二酸1:1溶液或pH约为6.5˜7的L-精氨酸α-酮戊二酸2:1溶液；并通过喷雾干燥获得最终产品L-精氨酸α-酮戊二酸1:1或2:1。该过程的产率为L-精氨酸α-酮戊二酸1:1约为94％，L-精氨酸α-酮戊二酸2:1约为97％。消除了大量溶剂，缩短了反应时间，但提高了产率，因此通过反应器实现了成本和时间上的大规模生产。
• Process for preparation of alpha-ketoglutaric acid
  申请人：Zhang Guoji

  公开号：US20120095261A1

  公开（公告）日：2012-04-19

  A process for preparation of α-ketoglutaric acid, which is adapted for preparing L-arginine α-ketoglutarate 1:1 and 2:1, comprising the steps of: (a) reacting methyl dichloroacetate and acrylic acid methyl ester with sodium methoxide to obtain dimethyl 2,2-dichloroglutarate; (b) reacting the dimethyl 2,2-dichloroglutarate from step (a) with hydroxide solution to obtain crude α-ketoglutaratic acid aqueous solution; (c) purifying the crude α-ketoglutaratic acid aqueous solution to obtain purified α-ketoglutaratic acid aqueous solution; and (d) adjusting a concentration of the purified α-ketoglutaratic acid aqueous solution by adding water, thereby a yield of the purified α-ketoglutaratic acid aqueous solution is approximately 75%. While avoiding the use of massive organic solvents, the process of the present invention has a remarkable high yield to realize mass production with low manufacturing cost and shortened production time.

  一种制备α-酮戊二酸的方法，适用于制备L-精氨酸α-酮戊二酸1:1和2:1，包括以下步骤：(a)将二氯乙酸甲酯和丙烯酸甲酯与甲氧基钠反应，得到二甲基2,2-二氯戊二酸酯；(b)将步骤(a)中得到的二甲基2,2-二氯戊二酸酯与氢氧化物溶液反应，得到粗α-酮戊二酸水溶液；(c)纯化粗α-酮戊二酸水溶液，得到纯化的α-酮戊二酸水溶液；(d)通过加水调节纯化的α-酮戊二酸水溶液的浓度，从而获得纯化的α-酮戊二酸水溶液的收率约为75%。本发明的方法避免了使用大量的有机溶剂，具有显著的高收率，能够实现低成本的大规模生产并缩短生产时间。
• Process for preparation of α-ketoglutaric acid
  申请人：Zhang Guoji

  公开号：US08680329B2

  公开（公告）日：2014-03-25

  A process of preparation of α-ketoglutaric acid for mass production of L-arginine α-ketoglutarate 1:1 and 2:1 includes the steps of: reacting methyl dichloroacetate and acrylic acid methyl ester with sodium methoxide to obtain Dimethyl 2,2 -dichloroglutarate; reacting the dimethyl 2,2-dichloroglutarate with hydroxide solution to obtain crude α-ketoglutaric acid aqueous solution; purifying the crude α-ketoglutaric acid aqueous solution to obtain purified α-ketoglutaric acid aqueous solution; and adjusting the concentration of the purified α-ketoglutaric acid aqueous solution by adding water. While avoiding the use of massive organic solvents, the process of the present invention has a remarkable high yield to realize mass production with low manufacturing cost and shortened production time.

  制备L-精氨酸α-酮戊二酸1:1和2:1的α-酮戊二酸大规模生产过程包括以下步骤：将二氯乙酸甲酯和丙烯酸甲酯与甲氧基钠反应，得到二甲基2,2-二氯戊二酸酯；将二甲基2,2-二氯戊二酸酯与氢氧化物溶液反应，得到粗α-酮戊二酸水溶液；将粗α-酮戊二酸水溶液纯化，得到纯化的α-酮戊二酸水溶液；通过加水调节纯化的α-酮戊二酸水溶液的浓度。本发明的工艺避免了大量有机溶剂的使用，具有显著的高产率，可以实现低成本和缩短生产时间的大规模生产。
• Process for preparation of L-Arginine α-ketoglutarate 1:1 and 2:1
  申请人：Zhang Guoji

  公开号：US08754256B2

  公开（公告）日：2014-06-17

  A process for preparation of α-ketoglutaric acid, L-arginine α-ketoglutarate 1:1 and 2:1 includes the following steps. Provide a α-ketoglutaratic acid aqueous solution at an adjusted concentration. Add one equivalent mole of solid L-arginine to the α-ketoglutaratic acid aqueous solution. Stir and allow reaction under a controlled temperature. Obtain a resulting L-arginine α-ketoglutarate 1:1 solution with a pH of approximately 3˜4 or L-arginine α-ketoglutarate 2:1 solution with a pH of approximately 6.5˜7. Obtain a final product of L-arginine α-ketoglutarate 1:1 or 2:1 through spay drying. The yield of the final product is approximately 94% for L-arginine α-ketoglutarate 1:1 and 97% for L-arginine α-ketoglutarate 2:1 through the process. Large amount of solvents is eliminated and reaction time is shortened but the yield is increased, hence realizing mass production through reactor in a cost and time effective manner.

  制备α-酮戊二酸、L-精氨酸α-酮戊二酸1:1和2:1的过程包括以下步骤。提供一个浓度调整后的α-酮戊二酸水溶液。向α-酮戊二酸水溶液中加入一个当量摩尔的固体L-精氨酸。搅拌并在控制温度下进行反应。得到一个pH约为3~4的L-精氨酸α-酮戊二酸1:1溶液或pH约为6.5~7的L-精氨酸α-酮戊二酸2:1溶液。通过喷雾干燥获得最终产品L-精氨酸α-酮戊二酸1:1或2:1。通过该过程，L-精氨酸α-酮戊二酸1:1的产率约为94％，L-精氨酸α-酮戊二酸2:1的产率约为97％。消除了大量溶剂，缩短了反应时间，提高了产率，从而以成本和时间效益的方式实现了反应器的大规模生产。
• 一种α-酮戊二酸及其衍生物的制备方法
  申请人：中国农业科学院饲料研究所

  公开号：CN118146083A

  公开（公告）日：2024-06-07

  本发明公开了一种α‑酮戊二酸及其衍生物的制备方法。包括：将二氯乙酸甲酯、丙烯酸甲酯、甲醇钠加入反应瓶进行反应，得黄色油状目标产物2,2‑二氯戊二酸二甲酯；(2)将2,2‑二氯戊二酸二甲酯加入氢氧化钠水溶液中，在一定温度下搅拌一定时间后，加入盐酸调节反应体系至一定的pH，分别获得2‑羟基‑5‑氧代四氢呋喃‑2‑羧酸、α‑酮戊二酸钠及α‑酮戊二酸和2‑羟基‑5‑氧代四氢呋喃‑2‑羧酸的混合物。本发明通过调节步骤(2)中氢氧化钠水溶液的浓度及反应温度和反应时间，选择性地获得不同的产品。本发明方法操作简单，产率高，产品纯度高。对设备要求低，试剂毒性小，价格低廉，便于工业化放大生产。