HRID1471455

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10898

2-Bromo-1-ethanol

C2H5BrO

$结构：CCCCCCCC/C=C\CCCCCCCC(=O)OCCN(CCOC(=O)CCCCCCC/C=C\CCCCCCCC)C(=O)CSCCN(C)C$

HCID72550488

未命名化合物

PRODUCTS

生成物

$结构：CCCCCCCC/C=C\CCCCCCCC(=O)OCCN(CCOC(=O)CCCCCCC/C=C\CCCCCCCC)C(=O)CSCC[N+](C)(C)CCO.[Br-]$

HCID86675888

未命名化合物

CONDITIONS

反应条件

温度: 75 °C

PROCEDURE

实验过程

In a sealed system, (Z)-((2-((2-(dimethylamino)ethyl)thio)acetyl)azanediyl)bis(ethane-2,1-diyl) dioleate (540 mg, 0.693 mmol) was combined with 2-bromoethanol (319 uL, 4.50) was added. The reaction vessel was flushed with inert gas and then sealed. Reaction was heated to 75° C. and allowed to stir overnight. Next day, cooled and concentrated in vacuo. Purification by silica gel chromatography with DCM/MeOH gradient yielded 2-((2-(bis(2-(oleoyloxy)ethyl)amino)-2-oxoethyl)thio)-N-(2-hydroxyethyl)-N,N-dimethylethanaminium bromide (324 mg).

WORKUP

后处理

additionwas added
customThe reaction vessel was flushed with inert gas
customsealed
customReaction
temperatureNext day, cooled
concentrationconcentrated in vacuo
customPurification by silica gel chromatography with DCM/MeOH gradient

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-1feb45e0715645b3abbdbae7c9d78c03
来源数据集: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09011903B2
来源说明: uspto-grants-2015_04

反应 SMILES

[C:1]([O:20][CH2:21][CH2:22][N:23]([C:46](=[O:54])[CH2:47][S:48][CH2:49][CH2:50][N:51]([CH3:53])[CH3:52])[CH2:24][CH2:25][O:26][C:27](=[O:45])[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34]/[CH:35]=[CH:36]\[CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[Br:55][CH2:56][CH2:57][OH:58]>>[Br-:55].[C:1]([O:20][CH2:21][CH2:22][N:23]([CH2:24][CH2:25][O:26][C:27](=[O:45])[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34]/[CH:35]=[CH:36]\[CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])[C:46](=[O:54])[CH2:47][S:48][CH2:49][CH2:50][N+:51]([CH2:56][CH2:57][OH:58])([CH3:53])[CH3:52])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]