Methacrylic Acid → 11-Bromoundecyl methacrylate

HRID 2308112노트

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HRID 2308112 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 19370211-Bromoundecyl methacrylate수율 98.4%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-ea0edd11bfde48fc86d381479c5dd8ca
출처 데이터셋
uspto-grants-2004_12
특허 번호
US06833421B1

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