Thionyl Chloride → 3-(3-Chlorosulfonylphenyl)acrylic acid methyl ester

HRID 1013057ノート

反応式

HRID 1013057 の反応式
[Na].[CH3:2][O:3][C:4](=[O:17])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([S:13](O)(=[O:15])=[O:14])[CH:8]=1.S(Cl)([Cl:20])=O>CN(C)C=O>[CH3:2][O:3][C:4](=[O:17])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([S:13]([Cl:20])(=[O:15])=[O:14])[CH:8]=1

参加物

5

反応物 3

HCID 24386Thionyl ChlorideHCID 5360545SodiumHCID 725282343-(3-Sulfophenyl)acrylic acid methyl ester

生成物 1

HCID 737087423-(3-Chlorosulfonylphenyl)acrylic acid methyl ester収率 97%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide触媒

実験手順

To the sodium salt of 3-(3-sulfophenyl)acrylic acid methyl ester (2) (0.670 g, 2.53 mmol) benzene (2 mL), thionyl chloride (1.508 g, 0.9 mL, 12.67 mmol) and 3 drops of dimethylformamide were added and the resultant suspension was stirred at reflux for one hour. The reaction mixture was evaporated, the residue was dissolved in benzene (3 mL), filtered and the filtrate was evaporated to give the title compound (0.640 g, 97%).

後処理

  1. temperatureat reflux for one hour
  2. customThe reaction mixture was evaporated
  3. dissolutionthe residue was dissolved in benzene (3 mL)
  4. filtrationfiltered
  5. customthe filtrate was evaporated

出典と根拠

ORDレコード
ord-535a27dcd1b843cea4eb1bb4d361a6ed
出典データセット
uspto-grants-2011_07
特許番号
US07981895B2

反応ノート

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