Chlorosulfonic acid → 4-((S)-2-Fluoro-1-methyl-ethyl)-benzenesulfonyl chloride

HRID 870336

反応式

HRID 870336 の反応式
[F:1][CH2:2][C@H:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH3:4].[Cl:11][S:12](O)(=[O:14])=[O:13]>ClCCl>[F:1][CH2:2][C@H:3]([C:5]1[CH:10]=[CH:9][C:8]([S:12]([Cl:11])(=[O:14])=[O:13])=[CH:7][CH:6]=1)[CH3:4]

参加物

4

反応物 2

HCID 24638Chlorosulfonic acidHCID 53628601((S)-2-Fluoro-1-methyl-ethyl)-benzene

生成物 1

HCID 536286004-((S)-2-Fluoro-1-methyl-ethyl)-benzenesulfonyl chloride収率 25%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
30 °C

実験手順

3.5 g of ((S)-2-fluoro-1-methyl-ethyl)-benzene (25.32 mmol) were dissolved in 80 ml of dichloromethane. At 0-5° C., 11.81 g of chlorosulfonic acid (101.31 mmol), dissolved in 20 ml of dichloromethane, were added dropwise. The reaction mixture was stirred for 30 min at room temperature and 2 h at 30° C. The solvent was evaporated. 150 ml of diethyl ether were added to the residue, washed once with 150 ml water, and the organic layer was dried over magnesium sulfate, filtered, and the solvent evaporated under reduced pressure. The crude product was purified via silica gel chromatography with n-heptane-dichloromethane (6:4) as eluent to give 1.5 g of the title compound.

後処理

  1. additionwere added dropwise
  2. customThe solvent was evaporated
  3. addition150 ml of diethyl ether were added to the residue
  4. washwashed once with 150 ml water
  5. dry with materialthe organic layer was dried over magnesium sulfate
  6. filtrationfiltered
  7. customthe solvent evaporated under reduced pressure
  8. customThe crude product was purified via silica gel chromatography with n-heptane-dichloromethane (6:4) as eluent

出典と根拠

ORDレコード
ord-782dc289896946e39552bcbe6e832e44
出典データセット
uspto-grants-2015_03
特許番号
US08969552B2

関連ノート

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