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

HRID 1092968노트

반응식

HRID 1092968 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 23925Iron촉매HCID 962Water용매2회

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-7da7ab588b1342a7a6828c021a3aad1e
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08129541B2

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