Tetrahydro-4H-pyran-4-one → 1-(2-(tetrahydro-2H-pyran-4-ylamino)-4-(trifluoromethyl)phenyl)ethanone

HRID 242036노트

반응식

HRID 242036 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[C:12](=[O:14])[CH3:13].[O:15]1[CH2:20][CH2:19][C:18](=O)[CH2:17][CH2:16]1.[B][B][B][B][B][B][B][B][B][B].CCOC(C)=O.CCCCCC>CO>[O:15]1[CH2:20][CH2:19][CH:18]([NH:1][C:2]2[CH:7]=[C:6]([C:8]([F:9])([F:10])[F:11])[CH:5]=[CH:4][C:3]=2[C:12](=[O:14])[CH3:13])[CH2:17][CH2:16]1

참가 물질

6

반응물 4

HCID 121599Tetrahydro-4H-pyran-4-oneHCID 21226206Ethyl acetate hexaneHCID 468355001-(2-Amino-4-(trifluoromethyl)phenyl)ethan-1-oneHCID 178419135HCID 178419135, 화합물

생성물 1

HCID 665846701-(2-(tetrahydro-2H-pyran-4-ylamino)-4-(trifluoromethyl)phenyl)ethanone수율 34%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 500 mg (2.46 mmol) 1-(2-amino-4-(trifluoromethyl)phenyl)ethanone in methanol (18 ml) was added 250 μl (2.70 mmol) dihydro-2H-pyran-4(3H)-one at RT followed by the addition of 90 mg (0.73 mmol) decaborane. The reaction mixture was stirred at RT for 16 h. The mixture was evaporated under vacuum and residue diluted with ethyl acetate (20 ml). The organic layer was washed with water (20 ml), brine (20 ml), dried over anhydrous Na2SO4 and concentrated in vacuum. After CC (EtOAc/hexane 1:24) of the residue, 240 mg (0.83 mmol, 34%) 1-(2-(tetrahydro-2H-pyran-4-ylamino)-4-(trifluoromethyl)phenyl)ethanone were obtained.

후처리

  1. customThe mixture was evaporated under vacuum and residue
  2. additiondiluted with ethyl acetate (20 ml)
  3. washThe organic layer was washed with water (20 ml), brine (20 ml)
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated in vacuum

출처 및 근거

ORD 기록
ord-7799b6616b79475f8cbd3c32f0a4d92b
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653102B2

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