Pyridine → 2-(Trimethylsilyl)ethyl 3-(chlorosulfonyl)benzoate

HRID 926030

反応式

HRID 926030 の反応式
[Cl:1][S:2]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8](Cl)=[O:9])(=[O:4])=[O:3].N1C=CC=CC=1.ClCCl.[CH3:23][Si:24]([CH3:29])([CH3:28])[CH2:25][CH2:26][OH:27]>O>[Cl:1][S:2]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([O:27][CH2:26][CH2:25][Si:24]([CH3:29])([CH3:28])[CH3:23])=[O:9])(=[O:4])=[O:3]

参加物

6

反応物 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 180132-(Trimethylsilyl)ethanolHCID 77671Benzoyl chloride, 3-(chlorosulfonyl)-

生成物 1

HCID 866763342-(Trimethylsilyl)ethyl 3-(chlorosulfonyl)benzoate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a mixture of 23.9 g of 3-(chlorosulfonyl)benzoyl chloride, 7.9 mL of pyridine, and 100 mL of dichloromethane was added dropwise 14 mL of 2-(trimethylsilyl)ethanol under ice-cooling, followed by stirring at room temperature for 2 hours. To the reaction mixture was added water, followed by extraction with chloroform, and the organic layer was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain 29.4 g of 2-(trimethylsilyl)ethyl 3-(chlorosulfonyl)benzoate as a colorless solid.

後処理

  1. temperaturecooling
  2. extractionfollowed by extraction with chloroform
  3. concentrationthe organic layer was concentrated under reduced pressure
  4. customThe obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate)

出典と根拠

ORDレコード
ord-fd932769b76a47e3ae3b4ecb47ed0316
出典データセット
uspto-grants-2016_03
特許番号
US09284295B2

関連ノート

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