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Pyridine → 2-{[3-(2-Chloroethanesulfonyl)propanoyl]oxy}ethyl prop-2-enoate

HRID 1979597
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HRID 1979597 반응식
[C:1]([O:5][CH2:6][CH2:7][OH:8])(=[O:4])[CH:2]=[CH2:3].[Cl:9][CH2:10][CH2:11][S:12]([CH2:15][CH2:16][C:17](Cl)=[O:18])(=[O:14])=[O:13].N1C=CC=CC=1.C(Cl)(Cl)Cl>O1CCCC1>[C:1]([O:5][CH2:6][CH2:7][O:8][C:17](=[O:18])[CH2:16][CH2:15][S:12]([CH2:11][CH2:10][Cl:9])(=[O:14])=[O:13])(=[O:4])[CH:2]=[CH2:3]
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참가 물질

6

반응물 4

HCID 1049PyridineHCID 6212ChloroformHCID 131652-Hydroxyethyl acrylateHCID 136683973-(2-Chloroethanesulfonyl)propanoyl chloride

생성물 1

HCID 136683982-{[3-(2-Chloroethanesulfonyl)propanoyl]oxy}ethyl prop-2-enoate수율 88.6%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매
2회

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온도
5 °C

실험 절차

A mixture of 600 ml of tetrahydrofuran, 45.8 g of hydroxyethyl acrylate, and 72 g of 3-(2-chloroethylsulfonyl)propionic acid chloride was placed in a reactor, and while maintaining the temperature at 5° C. or lower by cooling by ice water, a solution containing 31.2 g of pyridine dissolved in 100 ml of tetrahydrofuran was added dropwise thereto over a period of 1.75 hours. The resulting mixture was further stirred for 2 hours at room temperature. At the end of the time, the reaction mixture was poured into 2.5 liters of ice water, and extraction was performed four times with 300 ml of chloroform. The organic layer thus extracted was dried over sodium sulfate and concentrated to provide 87 g of 2-[3-(chloroethylsulfonyl)propionyloxy]ethyl acrylate which shows a pale yellow color and a state of wax. Yield was 88%.

후처리

  1. customwas placed in a reactor
  2. additionwas added dropwise
  3. extractionThe organic layer thus extracted
  4. dry with materialwas dried over sodium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-be17f2bc14f74ba881e26b79077e299b
출처 데이터셋
uspto-grants-1984_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04481284

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