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

HRID 1619945노트

반응식

HRID 1619945 반응식
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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8028Tetrahydrofuran용매3회

반응 조건

온도
-78 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e10417453f1d4371aa095ac680b78911
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08772323B2

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