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

HRID 1457351

反応式

HRID 1457351 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b049429386754f0782f67bf0835c0dff
出典データセット
uspto-grants-1998_12
特許番号
US05847153

関連ノート

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