Pyridine → 1-Chloroethyl 4-acryloyloxybutyl carbonate

HRID 260621

반응식

HRID 260621 반응식
N1C=CC=CC=1.Cl[C:8]([O:10][CH:11]([Cl:13])[CH3:12])=[O:9].[C:14]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][OH:23])(=[O:17])[CH:15]=[CH2:16]>ClCCl>[C:8](=[O:9])([O:23][CH2:22][CH2:21][CH2:20][CH2:19][O:18][C:14](=[O:17])[CH:15]=[CH2:16])[O:10][CH:11]([Cl:13])[CH3:12]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 755884-Hydroxybutyl acrylateHCID 5213051-Chloroethyl chloroformate

생성물 1

HCID 539130511-Chloroethyl 4-acryloyloxybutyl carbonate수율 90.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Pyridine (0.89 ml, 11.00 mmol) is added dropwise to a solution of 1-chloroethyl chloroformate (1.20 ml, 11.00 mmol) and 4-hydroxybutyl acrylate (1.38 ml, 10.00 mmol) in dichloromethane (12 ml) at 3° C. under a dry N2 atmosphere. After 15 min. at 3° C. and 17 hours at 20° C. the reaction mixture is transferred to a separating funnel with the aid of dichloromethane (10 ml). The reaction mixture is washed with hydrochloric acid (1.00M, 10 ml), saturated aqueous sodium hydrogen carbonate (10 ml) and water (2×10 ml). The organic phase is dried (MgSO4) and the solvent evaporated under reduced pressure to give 2.26 g (90%) of the title product. 1H NMR (60 MHz, CDCl3): δ 1.80 (4 H, m, CH2 --CH2), 1.86 (3 H, d, J=5 Hz, CH3), 4.24 (4 H, m, 2×CH2 --O), 5.7-6.6 (4 H, m, CH=CH2 and CH).

후처리

  1. washThe reaction mixture is washed with hydrochloric acid (1.00M, 10 ml), saturated aqueous sodium hydrogen carbonate (10 ml) and water (2×10 ml)
  2. dry with materialThe organic phase is dried (MgSO4)
  3. customthe solvent evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-1f317a034bee42acad9f18b0b29c762c
출처 데이터셋
uspto-grants-1996_06
특허 번호
US05529766

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