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

HRID 1583268
ノート
印刷プレビュー

反応式

HRID 1583268 の反応式
[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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒
2 回

反応条件

温度
5 °C

実験手順

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 was a liquid at room temperature (decomposed during distillation). Yield was 88%.

後処理

  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

出典と根拠

ORDレコード
ord-74bce4dfa3c1463ab0dfc6ee389d1ee7
出典データセット
uspto-grants-1985_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04551412

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート