4a,5,6,7,8,8a-Hexahydronaphthalen-2(1H)-one | 2384-50-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4a,5,6,7,8,8a-Hexahydronaphthalen-2(1H)-one
• 英文别名: 4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one
• CAS: 2384-50-1
• 化学式: C₁₀H₁₄O
• 分子量: 150.221
• InChiKey: RZWOGVZREQGWCL-UHFFFAOYSA-N

物化性质

• 沸点：
  125-128 °C(Press: 14 Torr)
• 密度：
  1.013±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914299000

反应信息

• 作为产物：
  描述：

  十氢化-2-萘酚 在 1-丁基-3-甲基咪唑溴盐 、 2-碘酰基苯甲酸 作用下， 反应 11.0h， 以74%的产率得到4a,5,6,7,8,8a-Hexahydronaphthalen-2(1H)-one
  参考文献：
  名称：

  IBX in an ionic liquid: eco-friendly oxidation of 17α-methylandrostan-3β,17β-diol, an intermediate in the synthesis of anabolic oxandrolone

  摘要：

  An easily available hypervalent iodine(V) reagent, 2-iodoxybenzoic acid (IBX) immobilized in the ionic liquid [bmim][Br] was found to be an efficient and eco-friendly protocol for the oxidation of 17alpha-methylandrostan-3beta,17beta-diol (1). At ambient temperature oxidation of 1 with lBX gave mestanolone (2) in good yield and with an increased stoichiometric amount of IBX, oxidation adjacent to the carbonyl functionality (alpha,beta-unsaturation) occurred to give dehydrogenated 17 beta-hydroxy- 17alpha-methyl-Delta'-and rosten-3-one (3) as the major product in a one-pot reaction, The product is easily obtained by extraction with diethyl ether and evaporation of the solvent. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.08.127

文献信息

• A FACILE METHOD FOR REGIOSELECTIVE 1,2-CARBONYL TRANSPOSITION OF Δ²-CYCLOHEXENONE SYSTEMS LEADING TO THE POSITIONALLY ISOMERIC Δ²-CYCLOHEXENONES
  作者：Tetsuya Mimura、Takeshi Nakai

  DOI：10.1246/cl.1980.1099

  日期：1980.9.5

  A new, facile procedure is described which allows the regioselective 1,2-carbonyl transposition of Δ2-cyclohexenone systems leading to the positionally isomeric Δ2 -cyclohexenones. The scope and limitation of the method is presented.

  描述了一种新的、简便的程序，该程序允许 Δ2-环己烯酮系统的区域选择性 1,2-羰基转座，导致位置异构的 Δ2-环己烯酮。介绍了该方法的范围和限制。
• Tertiary phosphines and their methods of preparation
  申请人：Bradaric-Baus J. Christine

  公开号：US20070037981A1

  公开（公告）日：2007-02-15

  Tertiary phosphines are prepared by reacting a phosphine (PH 3 or a primary or secondary phosphine) with a cyclic alpha,beta-unsaturated carbonyl compound having no more than one C═C double bond conjugated with a carbonyl group. The inventive tertiary phosphines can have R groups that are the same or different. The inventive tertiary phosphines may be used as ligands for metal catalysts or as starting materials for preparing phosphonium salts or ylids.

  三级膦可以通过将膦（PH3或一级或二级膦）与具有不超过一个C═C双键与羰基共轭的环状α，β-不饱和羰基化合物反应制备。创新的三级膦可以具有相同或不同的R基。这些创新的三级膦可以用作金属催化剂的配体或用作制备膦盐或膦叶立德的起始材料。
• 4-(Substituted phenyl)-naphthalen-2(1H)-ones and 2-ols, processes for their preparation, and pharmaceutical compositions containing them
  申请人：PFIZER INC.

  公开号：EP0049953A2

  公开（公告）日：1982-04-21

  Compounds having the formula wherein A when taken individually is hydrogen; B when taken individually is hydroxy or alkanoyloxy having from one to five carbon atoms; A and B when taken together are oxo; R, is hydrogen, benzyl, or R1' wherein R1' is alkanoyl having from one to five carbon atoms, P(O) (OH)2 and mono-and disodium and potassium salts thereof, -CO(CH2)2COOH and the sodium and potassium salts thereof, or -CO(CH2)pNR4R5 wherein p is 0 or an integer from 1 to 4, each of R4 and R5 when taken individually is hydrogen or alkyl having from one to four carbon atoms; R4 and R5 when taken together with the nitrogen to which they are attached are piperidino, pyrrolo, pyrrolidino, morpholino or N-alkylpiperazino having from one to four carbon atoms in the alkyl group; R2 when taken individually is hydrogen; R3 when taken individually is hydrogen, methyl, hydroxy, hydroxymethyl, -OR,' or -CH2OR1'; R2 and R3 when taken together are oxo, methylene or alkylenedioxy having from two to four carbon atoms; W is hydrogen, pyridyl, or wherein W, is hydrogen, chloro or fluoro; when W is hydrogen, Z is (a) alkylene having from five to thirteen carbon atoms; or (b) -lalk1)m-O-(alk2)n- wherein each of (alk,) and (alk2) is alkylene having from one to thirteen carbon atoms; each of m and n is 0 or 1; with the provisos that the summation of carbon atoms in (alk1) plus (alk2) is not less than five or greater than thirteen; and at least one of m and n is 1; when W is other than hydrogen, Z is (a) alkylene having from three to eight carbon atoms; or (b) -(elk1)m-O-(alk2)n- wherein each of (alk1) and (alk2) is alkylene having from one to eight carbon atoms; each of m and n is 0 or 1; with the provisos that the summation of carbon atoms in (alk,) plus (alk2) is not less than three or greater than eight; and at least one of m and n is 1; or a pharmaceutically acceptable acid addition salt of those compounds wherein R, is -CO(CH2)pNR4R5 and/or W is pyridyl; pharmaceutical compositions containing them, and processes for their preparation. The compounds are particularly useful in the treatment of nausea and as analgesics.

  具有以下式子的化合物 其中 A 单独取值时为氢；B 单独取值时为具有 1 至 5 个碳原子的羟基或烷酰氧基； A 和 B 合在一起时为氧代； R，是氢、苄基或 R1'，其中 R1'是具有 1 至 5 个碳原子的烷酰基、P(O) (OH)2 及其单钠盐、二钠盐和钾盐、-CO(CH2)2COOH 及其钠盐和钾盐，或-CO(CH2)pNR4R5，其中 p 是 0 或 1 至 4 的整数，R4 和 R5 单独使用时各自是氢或具有 1 至 4 个碳原子的烷基；R4 和 R5 与它们所连接的氮一起为哌啶基、吡咯基、吡咯烷基、吗啉基或 N-烷基哌嗪基，烷基中含有 1 至 4 个碳原子； R2 单独使用时为氢 R3 单独为氢、甲基、羟基、羟甲基、-OR、'或-CH2OR1'；R2 和 R3 合在一起为具有 2 至 4 个碳原子的氧代、亚甲基或亚烷基二氧基； W 是氢、吡啶基或 其中 W 是氢、氯或氟； 当 W 是氢时，Z 是 (a) 具有 5 至 13 个碳原子的亚烷基；或 (b) -lalk1)m-O-(alk2)n- 其中(alk,)和(alk2)各自为具有一至十三个碳原子的亚烷基；m 和 n 各自为 0 或 1；但前提是(alk1)和(alk2)中碳原子的总和不小于五个或大于十三个；且 m 和 n 中至少有一个为 1； 当 W 不是氢时，Z 是 (a) 具有三至八个碳原子的亚烷基；或 (b) -(elk1)m-O-(alk2)n- 其中(alk1)和(alk2)各为具有 1 至 8 个碳原子的亚烷基；m 和 n 各为 0 或 1；但前提是(alk,)加(alk2)中碳原子的总和不小于 3 或大于 8；且 m 和 n 中至少有一个为 1； 或这些化合物的药学上可接受的酸加成盐，其中 R, 是-CO(CH2)pNR4R5 和/或 W 是吡啶基；含有这些化合物的药物组合物及其制备工艺。这些化合物特别适用于治疗恶心和镇痛。
• Sugawara, M.; Baizer, M. M.; Monte, W. T., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1983, vol. 37, # 6, p. 509 - 518
  作者：Sugawara, M.、Baizer, M. M.、Monte, W. T.、Little, R. D.、Hess, U.

  DOI：——

  日期：——
• Cyclohexenones by the Barton fragmentation of tertiary alcohols derived from furanone/alkene photoadducts
  作者：S. W. Baldwin、H. R. Blomquist

  DOI：10.1021/ja00382a061

  日期：1982.9