Hydrochloric Acid → 1-(3-Fluoro-4-(methylsulfonyl)phenyl)propan-2-one

HRID 1092968ノート

反応式

HRID 1092968 の反応式
[F:1][C:2]1[CH:7]=[C:6]([CH:8]=[C:9]([N+]([O-])=O)[CH3:10])[CH:5]=[CH:4][C:3]=1[S:14]([CH3:17])(=[O:16])=[O:15].Cl.C1C[O:22]CC1>O.[Fe]>[F:1][C:2]1[CH:7]=[C:6]([CH2:8][C:9](=[O:22])[CH3:10])[CH:5]=[CH:4][C:3]=1[S:14]([CH3:17])(=[O:16])=[O:15]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 665884842-Fluoro-1-methanesulfonyl-4-(2-nitro-propenyl)-benzene

生成物 1

HCID 573512781-(3-Fluoro-4-(methylsulfonyl)phenyl)propan-2-one

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 962Water溶媒2 回

反応条件

温度
60 °C

実験手順

Iron powder (25 g, 0.45 mol) is added to a stirred mixture of freshly prepared 2-fluoro-1-methanesulfonyl-4-(2-nitro-propenyl)-benzene (Example 64b) (29 g, 0.112 mol) in THF (50 ml). Water (110 ml) is added and the mixture is heated to 60° C. Concentrated hydrochloric acid (50 ml) is added slowly over 1 h at 60-90° C. The reaction is then stirred at 100° C. for 20 hours then diluted with cold water (500 ml) and filtered through Celite™ filter material washing with chloroform (500 ml). The organic extract is washed with water (200 ml) followed by brine (200 ml). After drying (MgSO4) the mixture is absorbed on silica and purified by chromatography, eluting with hexane-ethyl acetate (1:1) to give the title compound.

後処理

  1. filtrationfiltered through Celite™
  2. filtrationfilter material
  3. washwashing with chloroform (500 ml)
  4. extractionThe organic extract
  5. washis washed with water (200 ml)
  6. dry with materialAfter drying (MgSO4) the mixture
  7. customis absorbed on silica
  8. custompurified by chromatography
  9. washeluting with hexane-ethyl acetate (1:1)

出典と根拠

ORDレコード
ord-7da7ab588b1342a7a6828c021a3aad1e
出典データセット
uspto-grants-2012_03
特許番号
US08129541B2

反応ノート

読み込み中…