Sodium Carbonate → 2-[(4-Butoxybenzenesulfonyl)methyl]-2-propenoic acid

HRID 1457351

반응식

HRID 1457351 반응식
Br[CH2:2][C:3](=[CH2:7])[C:4]([OH:6])=[O:5].[CH2:8]([O:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([OH:21])=[O:20])=[CH:15][CH:14]=1)[CH2:9][CH2:10][CH3:11].[Na].C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C=O>[CH2:8]([O:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([CH2:2][C:3](=[CH2:7])[C:4]([OH:6])=[O:5])(=[O:21])=[O:20])=[CH:15][CH:14]=1)[CH2:9][CH2:10][CH3:11]

참가 물질

6

반응물 4

HCID 10340Sodium CarbonateHCID 5588842-(Bromomethyl)propenoic acidHCID 5360545SodiumHCID 218805424-Butoxybenzenesulfinic acid

생성물 1

HCID 219970372-[(4-Butoxybenzenesulfonyl)methyl]-2-propenoic acid

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 2-bromomethylacrylic acid (1.0 g, 6.0 mmol), 4-butoxybenzenesulfinic acid, sodium salt (3.1 g, 13 mmol), sodium carbonate (1.9 g, 18 mmol) and dimethylformamide (20 mL) is refluxed overnight. The reaction mixture is then partitioned between ethyl acetate and aqueous 10% hydrochloric acid and the organic phase is concentrated in vacuo. The concentrate is chromatographed over silica gel 60 (230-400 mesh) with chloroform/methyl alcohol/acetic acid (94/5/1) and the eluate concentrated in vacuo to afford the title compound as a white solid.

후처리

  1. temperatureis refluxed overnight
  2. customThe reaction mixture is then partitioned between ethyl acetate and aqueous 10% hydrochloric acid
  3. concentrationthe organic phase is concentrated in vacuo
  4. customThe concentrate is chromatographed over silica gel 60 (230-400 mesh) with chloroform/methyl alcohol/acetic acid (94/5/1)
  5. concentrationthe eluate concentrated in vacuo

출처 및 근거

ORD 기록
ord-b049429386754f0782f67bf0835c0dff
출처 데이터셋
uspto-grants-1998_12
특허 번호
US05847153

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