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

HRID 478945

反応式

HRID 478945 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3fa1fdeb772e404ba7e0ae4d9264b74c
出典データセット
uspto-grants-2003_11
特許番号
US06642379B1

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