Hydrochloric Acid → 4-{3-Chloro-4-[2-(1,5-dimethyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenoxy}-2-trifluoromethyl-benzoic acid

HRID 1096027

반응식

HRID 1096027 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][C:20]=1[CH:21]([CH3:37])[C:22]([C:28]1[CH:33]=[C:32]([CH3:34])[C:31](=[O:35])[N:30]([CH3:36])[CH:29]=1)([OH:27])[C:23]([F:26])([F:25])[F:24])[O:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[O:11])=[C:8]([C:14]([F:17])([F:16])[F:15])[CH:7]=1.Cl([O-])=[O:39].[Na+].Cl>C(O)(C)(C)C.CC(=CC)C.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][C:20]=1[CH:21]([CH3:37])[C:22]([C:28]1[CH:33]=[C:32]([CH3:34])[C:31](=[O:35])[N:30]([CH3:36])[CH:29]=1)([OH:27])[C:23]([F:25])([F:26])[F:24])[O:5][C:6]1[CH:13]=[CH:12][C:9]([C:10]([OH:39])=[O:11])=[C:8]([C:14]([F:17])([F:15])[F:16])[CH:7]=1

참가 물질

7

반응물 3

HCID 313Hydrochloric AcidHCID 23668197Sodium ChloriteHCID 866459564-{3-Chloro-4-[2-(1,5-dimethyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenoxy}-2-trifluoromethyl-benzaldehyde

생성물 1

HCID 723105554-{3-Chloro-4-[2-(1,5-dimethyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenoxy}-2-trifluoromethyl-benzoic acid수율 96.2%

시약·촉매·용매 3

HCID 962Water용매HCID 6386tert-Butanol용매HCID 105532-Methyl-2-butene용매

반응 조건

온도
0 °C

실험 절차

To a solution of 4-{3-chloro-4-[2-(1,5-dimethyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenoxy}-2-trifluoromethyl-benzaldehyde (105 mg) in tert.-butanol (1 ml) and 2-methyl-2-butene (0.12 ml) was added a solution of sodium chlorite (28 mg) and sodiumdihydrogenphosphate-dihydrate (34 mg) in water (0.8 ml) at 0° C. The mixture was stirred for 10 minutes at 0° C. and for 4.5 h at room temperature. The mixture was acidified with 1 M aqueous HCl and extracted with ethyl acetate. The organic phase was dried (MgSO4), filtered and concentrated to give the title compound (104 mg) as a colorless solid. MS (m/e, ISP neg. ion)=562.1 [M−H+].

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic phase was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-724238be05dc42d7a71b0dfdee80fbe8
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08138189B2

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