HRID248140

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID962

Water

H2O

HCID4148881

Lithium borohydride

BH4Li

结构：CCCCCCCCCCCCCCCCOCC(CSCCCCCCCCCCCCCCCC)C(=O)OCC

HCID19764340

未命名化合物

PRODUCTS

生成物

结构：CCCCCCCCCCCCCCCCOCC(CO)CSCCCCCCCCCCCCCCCC

HCID19764327

未命名化合物

收率 68.1%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

To a slurry of 1.04 g of lithium borohydride in 20 ml of tetrahydrofuran is added 29 g of 3-(hexadecyl-oxy)-2-[(hexadecylthio)methyl]propanoic acid, ethyl ester. This mixture is refluxed overnight, poured into water and purified by chromatography on silica gel [hexane:ethyl acetate (30:1)], to give 18.4 g of the desired compound.

WORKUP

后处理

temperatureThis mixture is refluxed overnight
custompurified by chromatography on silica gel [hexane:ethyl acetate (30:1)]

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-86fdf7ae4c794f358f3ce83b02b15984
来源数据集: uspto-grants-1993_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05208223
来源说明: uspto-grants-1993_05

反应 SMILES

[BH4-].[Li+].[CH2:3]([O:19][CH2:20][CH:21]([CH2:27][S:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])[C:22](OCC)=[O:23])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].O>O1CCCC1>[CH2:3]([O:19][CH2:20][CH:21]([CH2:27][S:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])[CH2:22][OH:23])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]