Hydrochloric Acid → 3-Ethyl-4-oxo-4-(2-phenyl-benzoxazol-6-yl)-butyric acid

HRID 1619945ノート

反応式

HRID 1619945 の反応式
C[Si]([N-][Si](C)(C)C)(C)C.[K+].[C:11]1([C:17]2[O:18][C:19]3[CH:25]=[C:24]([C:26](=[O:30])[CH2:27][CH2:28][CH3:29])[CH:23]=[CH:22][C:20]=3[N:21]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C[O:32][C:33](=[O:36])[CH2:34]Br.Cl>C1(C)C=CC=CC=1.C1COCC1>[CH2:28]([CH:27]([C:26](=[O:30])[C:24]1[CH:23]=[CH:22][C:20]2[N:21]=[C:17]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[O:18][C:19]=2[CH:25]=1)[CH2:34][C:33]([OH:36])=[O:32])[CH3:29]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 60984Methyl bromoacetateHCID 3251421Potassium bis(trimethylsilyl)amideHCID 674660111-(2-Phenyl-benzoxazol-6-yl)butan-1-one

生成物 1

HCID 674662343-Ethyl-4-oxo-4-(2-phenyl-benzoxazol-6-yl)-butyric acid

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8028Tetrahydrofuran溶媒3 回

反応条件

温度
-78 °C

実験手順

625.00 μl (313 μmol) potassium bis(trimethylsilyl)amide 0.5M in toluene are placed in 15 ml THF and cooled to −78° C. 75.00 mg (283 μmol) 1-(2-phenyl-benzoxazol-6-yl)-butan-1-one, dissolved in 15 ml THF, are added dropwise to this solution and the mixture is stirred for 15 min at −78° C. Then 55 mg (360 μmol) methylbromoacetate, dissolved in 5 ml THF, are also added dropwise and the mixture is stirred for 30 min at −78° C., then 1N hydrochloric acid is added and the mixture is extracted with diethyl ether. The org. phase is dried on magnesium sulphate and the solv. is eliminated i.V.

後処理

  1. additionare added dropwise to this solution
  2. additionare also added dropwise
  3. stirringthe mixture is stirred for 30 min at −78° C.
  4. extractionthe mixture is extracted with diethyl ether
  5. customphase is dried on magnesium sulphate

出典と根拠

ORDレコード
ord-e10417453f1d4371aa095ac680b78911
出典データセット
uspto-grants-2014_07
特許番号
US08772323B2

反応ノート

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