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Water → 4'-Propyl-bicyclohexyl-4-carboxylic acid 3-acryloyloxy-propyl ester

HRID 386327
ノート
印刷プレビュー

反応式

HRID 386327 の反応式
[C:1]([O-:5])(=[O:4])[CH:2]=[CH2:3].[Na+].CC(=C)C(OCCC[CH2:15][CH2:16][CH2:17][O:18][C:19]([CH:21]1[CH2:26][CH2:25][CH:24]([CH:27]2[CH2:32][CH2:31][CH:30]([CH2:33][CH2:34][CH2:35]CC)[CH2:29][CH2:28]2)[CH2:23][CH2:22]1)=[O:20])=O.[I-].[Na+].O>CN(C)C=O>[C:1]([O:5][CH2:15][CH2:16][CH2:17][O:18][C:19]([CH:21]1[CH2:26][CH2:25][CH:24]([CH:27]2[CH2:28][CH2:29][CH:30]([CH2:33][CH2:34][CH3:35])[CH2:31][CH2:32]2)[CH2:23][CH2:22]1)=[O:20])(=[O:4])[CH:2]=[CH2:3]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 5238Sodium IodideHCID 4068533Sodium acrylateHCID 592890404'-Pentyl-bicyclohexyl-4-carboxylic acid 6-(2-methyl-acryloyloxy)-hexyl ester

生成物 1

HCID 592890704'-Propyl-bicyclohexyl-4-carboxylic acid 3-acryloyloxy-propyl ester

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

反応条件

温度
130 °C

実験手順

A mixture of sodium acrylate (2.5 g, 13.4 mmol), 4′-propyl-bicyclohexyl-4-carboxylic acid 3-bromo-propyl ester (synthesis described for preferred example 1) (5.0 g, 13.4 mmol) and sodium iodide (2.5 g, 16.7 mmol) in dimethylformamide (150 ml) is stirred at 130° C. overnight. The mixture is cooled to room temperature, poured into water, and this is extracted twice with diethyl ether. The ethereal solution is washed with water and then dried over sodium sulphate. The solution is evaporated to dryness and purified by flash column chromatography using DCM/petrol (1/1) as eluant to give upon evaporation of the appropriate fractions a colourless oil.

後処理

  1. temperatureThe mixture is cooled to room temperature
  2. extractionthis is extracted twice with diethyl ether
  3. washThe ethereal solution is washed with water
  4. dry with materialdried over sodium sulphate
  5. customThe solution is evaporated to dryness
  6. custompurified by flash column chromatography
  7. customto give upon evaporation of the appropriate fractions a colourless oil

出典と根拠

ORDレコード
ord-3352ca3e5f3a43e796f555dd60c1a09a
出典データセット
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08372307B2

反応ノート

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