Chloroacetyl chloride → 4-Chloroacetoxystyrene

HRID 78872

반응식

HRID 78872 반응식
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH2:7])=[CH:4][CH:3]=1.[Cl:10][CH2:11][C:12](Cl)=[O:13].CCN(CC)CC>C(OCC)C>[Cl:10][CH2:11][C:12]([O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH2:7])=[CH:4][CH:3]=1)=[O:13]

참가 물질

5

반응물 3

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 624534-Vinylphenol

생성물 1

HCID 593017254-Chloroacetoxystyrene수율 92%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a solution of 4-hydroxystyrene (1.22 g, 10 mmol) in ethyl ether 140 mL was added chloroacetic chloride (2.26 g, 20 mmol) and Et3N (1.62 g, 16 mmol). After it was stirred for 2 h, the mixture was washed with brine and water. The ether solution was dried over Na2SO4 and concentrated. After purification by flash column, the 4-chloroacetoxystyrene (1.8 g, 92%) was obtained. Data are: 1H NMR (CDCl3, 300 MHz) δ 7.46 (d, 2H, J=1.8 Hz), 7.11 (d, 2H, J=8.4 Hz), 6.73 (dd, 1H, J=17.7 Hz), 5.74 (d, 1H, J=18 Hz), 5.29 (d, J=11.1 Hz), 4.31 (s, 2H). 13C NMR (CDCl3, 75 MHz) δ166.0, 150.0, 136.0, 135.8, 127.4, 121.3, 114.6, 41.0.

후처리

  1. washthe mixture was washed with brine and water
  2. dry with materialThe ether solution was dried over Na2SO4
  3. concentrationconcentrated
  4. customAfter purification by flash column

출처 및 근거

ORD 기록
ord-ce85750783754e19ad06d30209c70b4a
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841477B2

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