Diethyl Pyrocarbonate → 2-(2-t-Butyloxazol-4-yl)-3-chloro-2'-methyl-4'-trifluoromethoxybenzanilide

HRID 478945

반응식

HRID 478945 반응식
[C:1]([C:5]1[O:6][CH:7]=[C:8]([C:10]2[C:18]([Cl:19])=[CH:17][CH:16]=[CH:15][C:11]=2[C:12]([OH:14])=O)[N:9]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:20][C:21]1[CH:27]=[C:26]([O:28][C:29]([F:32])([F:31])[F:30])[CH:25]=[CH:24][C:22]=1[NH2:23].CCOC(OC(OCC)=O)=O.C(N(CC)CC)C>O1CCCC1.O>[C:1]([C:5]1[O:6][CH:7]=[C:8]([C:10]2[C:18]([Cl:19])=[CH:17][CH:16]=[CH:15][C:11]=2[C:12]([NH:23][C:22]2[CH:24]=[CH:25][C:26]([O:28][C:29]([F:30])([F:31])[F:32])=[CH:27][C:21]=2[CH3:20])=[O:14])[N:9]=1)([CH3:2])([CH3:3])[CH3:4]

참가 물질

7

반응물 4

HCID 3051Diethyl PyrocarbonateHCID 8471TriethylamineHCID 27755462-Methyl-4-(trifluoromethoxy)anilineHCID 180033372-(2-t-Butyloxazol-4-yl)-3-chlorobenzoic acid

생성물 1

HCID 180033412-(2-t-Butyloxazol-4-yl)-3-chloro-2'-methyl-4'-trifluoromethoxybenzanilide수율 28%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

0.4 Gram of 2-(2-t-butyloxazol-4-yl)-3-chlorobenzoic acid was dissolved in 30 ml of tetrahydrofuran, then 0.3 g of 2-methyl-4-trifluoromethoxyaniline, 0.4 g of DEPC and 0.3 g of triethylamine were added thereto, the resulting mixture was heated under reflux for 3 hours with stirring. After completion of the reaction, the reaction mixture was poured into water, and the objective product was extracted with ethyl acetate, the organic layer was dried over anhydrous sodium sulfate, the residue obtained by removal of the solvent by distillation under reduced pressure was purified by the silica gel column chromatography to obtain 0.18 g (yield: 28%) of the objective product.

후처리

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 3 hours
  3. customAfter completion of the reaction
  4. extractionthe objective product was extracted with ethyl acetate
  5. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  6. customthe residue obtained by removal of the solvent by distillation under reduced pressure
  7. customwas purified by the silica gel column chromatography

출처 및 근거

ORD 기록
ord-3fa1fdeb772e404ba7e0ae4d9264b74c
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06642379B1

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