Boron trifluoride etherate → HCID 67036906, 화합물

HRID 1920073노트

반응식

HRID 1920073 반응식
C(O[CH2:5][C:6]([C:8]1[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[C:11]([O:17][CH3:18])=[C:10]([O:19][CH3:20])[CH:9]=1)=O)(=O)C.[C:21]([C:24]1[C:25]([C:31]([F:34])([F:33])[F:32])=[N+:26]([O-:30])[CH:27]=[CH:28][CH:29]=1)(=[O:23])[NH2:22].B(F)(F)F.CCOCC>C1(C)C(C)=CC=CC=1>[CH3:20][O:19][C:10]1[CH:9]=[C:8]([C:6]2[N:22]=[C:21]([C:24]3[C:25]([C:31]([F:32])([F:34])[F:33])=[N+:26]([O-:30])[CH:27]=[CH:28][CH:29]=3)[O:23][CH:5]=2)[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[C:11]=1[O:17][CH3:18]

참가 물질

5

반응물 3

HCID 8000Boron trifluoride etherateHCID 670370223-Carbamoyl-2-(trifluoromethyl)pyridine 1-oxideHCID 67037149HCID 67037149, 화합물

생성물 1

HCID 67036906HCID 67036906, 화합물

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

To a solution of 2-(3,4-dimethoxy-5-nitrophenyl)-2-oxoethyl acetate (4.24 g, 15 mmol) in xylene (30 mL) were added 3-carbamoyl-2-(trifluoromethyl)pyridine 1-oxide (3.40 g, 16.5 mmol) and boron trifluoride etherate (0.18 mL, 15 mmol). The resulting yellow solution was heated to reflux for 18 hours and then cooled to room temperature. After evaporation of the solvent, the residue was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate. The organic phase was separated, washed with brine and the dried over anhydrous magnesium sulphate, filtered and evaporated. The pure 3-(4-(3,4-dimethoxy-5-nitrophenyl)oxazol-2-yl)-2-(trifluoromethyl)pyridine 1-oxide was obtained by column chromatography over silica gel (petroleum ether/ethylacetate 2:1) as a pale yellow solid, 2.58 g (42%).

후처리

  1. temperatureThe resulting yellow solution was heated
  2. temperatureto reflux for 18 hours
  3. customAfter evaporation of the solvent
  4. customthe residue was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate
  5. customThe organic phase was separated
  6. washwashed with brine
  7. dry with materialthe dried over anhydrous magnesium sulphate
  8. filtrationfiltered
  9. customevaporated

출처 및 근거

ORD 기록
ord-b95b6dca456141cc9da1bb617cf0892c
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08168793B2

반응 노트

불러오는 중…