tert-Butylsulfonamide → N-(1-(5-bromo-2-fluorophenyl)-3-(tert-butyldimethylsilyloxy)-2,2-difluoropropylidene)-2-methylpropane-2-sulfinamide

HRID 2196328ノート

反応式

HRID 2196328 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:22])=[C:6]([C:8](=O)[C:9]([F:20])([F:19])[CH2:10][O:11][Si:12]([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13])[CH:7]=1.[CH3:23][C:24]([S:27]([NH2:30])(=O)=[O:28])([CH3:26])[CH3:25]>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:22])=[C:6]([C:8](=[N:30][S:27]([C:24]([CH3:26])([CH3:25])[CH3:23])=[O:28])[C:9]([F:20])([F:19])[CH2:10][O:11][Si:12]([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13])[CH:7]=1

参加物

4

反応物 2

HCID 2757335tert-ButylsulfonamideHCID 666657711-(5-Bromo-2-fluorophenyl)-3-(tert-butyldimethylsilyloxy)-2,2-difluoropropan-1-one

生成物 1

HCID 86650272N-(1-(5-bromo-2-fluorophenyl)-3-(tert-butyldimethylsilyloxy)-2,2-difluoropropylidene)-2-methylpropane-2-sulfinamide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 1-(5-bromo-2-fluorophenyl)-3-(tert-butyldimethylsilyloxy)-2,2-difluoropropan-1-one (16.0 g, 40.4 mmol) in dry THF (350 mL) was added Ti(OEt)4 (16.7 mL, 80.4 mmol) and 2-Methyl-2-propane sulfonamide (5.8 g, 48.4 mmol) and refluxed for 16 h. Reaction mixture was concentrated under reduced pressure and the crude residue was directly purified by column chromatography on silica gel with 3% ethyl acetate in Hexane to furnish title compound as a colorless liquid. Yield=13.1 g (65.5%). TLC (10% ethyl acetate in Hexane): Rf=0.2),

後処理

  1. temperaturerefluxed for 16 h
  2. customReaction mixture
  3. concentrationwas concentrated under reduced pressure
  4. customthe crude residue was directly purified by column chromatography on silica gel with 3% ethyl acetate in Hexane

出典と根拠

ORDレコード
ord-dc513312238844b2ba881590cee8b09f
出典データセット
uspto-grants-2012_12
特許番号
US08338413B1

反応ノート

読み込み中…