Methacrylic Acid → 11-Bromoundecyl methacrylate

HRID 2308112ノート

反応式

HRID 2308112 の反応式
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13].[C:14](O)(=[O:18])[C:15]([CH3:17])=[CH2:16].C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C1C=CN=CC=1.ClCCl>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:14](=[O:18])[C:15]([CH3:17])=[CH2:16]

参加物

6

反応物 3

HCID 4093Methacrylic AcidHCID 10868DicyclohexylcarbodiimideHCID 7416311-Bromo-1-undecanol

生成物 1

HCID 19370211-Bromoundecyl methacrylate収率 98.4%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

19.2 g (76.4 mmol) 11-bromo-1-undecanol, 7.2 g (84.1 mmol) methacrylic acid and 1.03 g (8.4 mmol) 4-dimethylaminopyridine were dissolved in 157 ml dichloromethane. The solution was subsequently cooled to 0° C. and then a solution of 17.4 g (84.2 mmol) dicyclohexylcarbodiimide in 80 ml dichloromethane was added dropwise at 0° C. over a period of 45 minutes. The reaction mixture was allowed to warm to room temperature, stirred for 19 hours and filtered. The filtrate was concentrated by evaporation. The residue was purified by chromatography using a silica gel column (170 g) and toluene as eluant to give 19.3 g (98.4%) 2-methylacrylic acid 11-bromoundecyl ester.

後処理

  1. temperatureto warm to room temperature
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated by evaporation
  4. customThe residue was purified by chromatography

出典と根拠

ORDレコード
ord-ea0edd11bfde48fc86d381479c5dd8ca
出典データセット
uspto-grants-2004_12
特許番号
US06833421B1

反応ノート

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