叔丁基过氧化氢 → 2,3-Difluoro-4-octyloxyphenyl 4-hexyloxybenzoate

HRID 6331笔记

反应方程式

HRID 6331 反应方程式
[CH2:1]([O:7][C:8]1[CH:16]=[CH:15][C:11]([C:12]([OH:14])=[O:13])=[CH:10][CH:9]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].CN(C1C=CC=CN=1)C.[F:26][C:27]1[C:32]([F:33])=[C:31]([O:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])[CH:30]=[CH:29][C:28]=1O.FC(C(F)CCCCC)COC1C=CC=CC=1.C(OOC(C)(C)C)(C)(C)C.[Li].C(OO)(C)(C)C.C([Li])CCC.C1(N=C=NC2CCCCC2)CCCCC1>CCOCC.ClCCl>[CH2:1]([O:7][C:8]1[CH:9]=[CH:10][C:11]([C:12]([O:14][C:28]2[CH:29]=[CH:30][C:31]([O:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])=[C:32]([F:33])[C:27]=2[F:26])=[O:13])=[CH:15][CH:16]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

参与物

11

反应物 8

HCID 6410叔丁基过氧化氢HCID 10868N,N'-二环己基碳二亚胺HCID 218852-二甲氨基吡啶HCID 708344-己氧基苯甲酸HCID 147667032,3-Difluoro-4octyloxyphenolHCID 191036322,3-DifluorooctyloxybenzeneHCID 86747250CID 86747250HCID 178418339正丁基锂

产物 1

HCID 191037182,3-Difluoro-4-octyloxyphenyl 4-hexyloxybenzoate

试剂、催化剂与溶剂 2

HCID 3283乙醚溶剂HCID 6344二氯甲烷溶剂2 次

实验过程

0.1 mol of 4-hexyloxybenzoic acid, 0.01 mol of dimethylaminopyridine and 0.1 mol of 2,3-difluoro-4octyloxyphenol (preparable from 2,3-difluorooctyloxybenzene by lithiation at -70° to -80° and dropwise addition of a solution of lithium t-butylperoxide in ether prepared from 0.12 mol of t-butyl hydroperoxide and 0.12 mol of butyllithium) are introduced into 150 ml of dichloromethane, a solution of 0.1 mol of dicyclohexylcarbodiimide in 30 ml of dichloromethane is added dropwise with stirring at 10o, and the mixture is subsequently stirred at room temperature for 15 hours. The mixture is filtered through silica gel, the solvent is evaporated, and 2,3-difluoro-4-octyloxyphenyl 4-hexyloxybenzoate is obtained as the residue.

后处理

  1. filtrationThe mixture is filtered through silica gel
  2. customthe solvent is evaporated

来源与证据

ORD记录
ord-82e83c02b9134508a72b2b79ba90c519
来源数据集
uspto-grants-1993_09
专利号
US05248447

反应笔记

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