Water → HCID 9794544, 화합물

HRID 1934350노트

반응식

HRID 1934350 반응식
[OH:1][CH2:2][C:3]([NH:6][C:7](=[O:16])[C:8]1[CH:13]=[CH:12][C:11]([F:14])=[CH:10][C:9]=1[F:15])([CH3:5])[CH3:4].C(N(CC)CC)C.O>CS(C)=O>[CH:2]([C:3]([NH:6][C:7](=[O:16])[C:8]1[CH:13]=[CH:12][C:11]([F:14])=[CH:10][C:9]=1[F:15])([CH3:5])[CH3:4])=[O:1]

참가 물질

5

반응물 3

HCID 962WaterHCID 8471TriethylamineHCID 98374972,4-Difluoro-N-(2-hydroxy-1,1-dimethylethyl)benzamide

생성물 1

HCID 9794544HCID 9794544, 화합물수율 82.3%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

실험 절차

To a solution of N-(2-hydroxy-1,1-dimethylethyl)-2,4-difluorobenzamide obtained in Example 27 (6.2 g, 27 mmol) and triethylamine (8.2 g, 81 mmol) in DMSO (60 ml) was added a solution of pyridine sulfur trioxide complex (12.9 g, 81 mmol) in DMSO (60 ml) dropwise with cooling in an ice-bath and stirred for 2 hours. The reaction mixture was poured over a mixture of ice and water, and extracted with ethyl acetate. The extract was washed with 1N hydrochloric acid, saturated aqueous NaHCO3 and brine, successively dried over Na2SO4, concentrated under a reduced pressure and the residue was crystallized from hexane/ethyl acetate to give the title compound (5.05 g; 82%).

후처리

  1. temperaturewith cooling in an ice-bath
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with 1N hydrochloric acid, saturated aqueous NaHCO3 and brine
  4. dry with materialsuccessively dried over Na2SO4
  5. concentrationconcentrated under a reduced pressure
  6. customthe residue was crystallized from hexane/ethyl acetate

출처 및 근거

ORD 기록
ord-86c1dbc1caf544d29185ba90408dd94b
출처 데이터셋
uspto-grants-2002_05
특허 번호
US06384033B1

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