8-((diethylamino)methyl)-2,2,3,3-tetraethyl-3,4-dihydro-2H-2l4-benzo[e][1,3,2]oxazaborinin-3-ium | 356785-13-2

• 英文名称: 8-((diethylamino)methyl)-2,2,3,3-tetraethyl-3,4-dihydro-2H-2l4-benzo[e][1,3,2]oxazaborinin-3-ium
• CAS: 356785-13-2
• 化学式: C₂₀H₃₇BN₂O
• 分子量: 332.338
• InChiKey: CLDVIOCFQRISQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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反应信息

• 作为产物：
  描述：

  三乙基硼 、 2,6-bis-diethylaminomethyl-phenol 在 pivalic acid 作用下， 以 甲苯 为溶剂， 以65%的产率得到8-((diethylamino)methyl)-2,2,3,3-tetraethyl-3,4-dihydro-2H-2l4-benzo[e][1,3,2]oxazaborinin-3-ium
  参考文献：
  名称：

  Synthesis and spectroscopic studies on the base-stabilized aryloxyboron derivatives BX2{2-(NMe2CH2)OC6H4}, BX2{2-(NEt2CH2)OC6H4} and BX2{2,6-(NEt2CH2)2OC6H3}, (X=Cl, Et, H) and molecular structures of BCl2{2-(NEt2CH2)2OC6H4} and [BCl2{2-NHEt2CH2-6-(NEt2CH2)OC6H3}]Cl

  摘要：

  1-HO-2-(NMe2CH2)C6H4 (1a), 1-HO-2-(NEt2CH2)C6H4 (1b) and 1-HO-2,6-(NEt2CH2)(2)C6H3 (1c) reacted with BuLi to give the lithium salts 1-LiO-2-(NMe2CH2)C6H4 (2a) and 1-LiO-2,6-(NEt2CH2)(2)C6H3 (2c) or the phenol adducts [{1-LiO-2- (NR2CH2)C6H4}(2){1-HO-2-(NR2CH2)C6H4}] (R = Me (3a), Et (3b)). The phenol derivatives 1a-c reacted with BEt3 or BH3. thf with elimination of EtH or H-2 to give BX2 {2-(NMe2CH2)OC6H4} (X = Et (4a). H (5a)), BX2 {2-(NEt2CH2)OC6H4} (X = Et (4b), H (5b)) and BX2(2,6-(NEt2CH2)(2)OC6H3} (X=Et (4c), H (5c)). The reaction of 2a and 3b with BCl3 in toluene yielded BCl2 {2-(NMe2CH2)OC6H4} (6a) and BCl2{2-(NEt2CH2)OC6H4) (6b), while 2c afforded a mixture of BCl2{2,6-(NEt2CH2)(2)OC6H3} (6c) and BCl2{2-N(BCl3)Et2CH2-6-(NEt2CH2)OC6H3} (6c . BCl3). Treatment of this mixture with [PPh4]Cl gave [BCl2{2-NHEt2CH2-6-(NEt2CH2)OC6H3}]Cl (6c . HCl). The HCl-free product 6c was obtained from 6c . HCl and NaH. Compounds 2-6 and 6c . HCl were characterized spectroscopically (NMRI, IR), 5a and 6a-c also by MS, and crystal structures were determined for 6b and 6c . HCl. The borane derivatives 4-6 exhibit dynamic behavior in solution (ring opening and ring inversion), which was studied by VT H-1 NMR spectroscopy. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0277-5387(01)00746-x