Sulfuric Acid → [3-(4-Chlorobenzoyl)isoxazol-5-yl]acetic acid

HRID 638552노트

반응식

HRID 638552 반응식
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([C:8]2[CH:12]=[C:11]([CH2:13][CH2:14][OH:15])[O:10][N:9]=2)=[O:7])=[CH:4][CH:3]=1.[OH:18]S(O)(=O)=O>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.C(Cl)Cl>[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([C:8]2[CH:12]=[C:11]([CH2:13][C:14]([OH:18])=[O:15])[O:10][N:9]=2)=[O:7])=[CH:4][CH:3]=1

참가 물질

5

반응물 2

HCID 1118Sulfuric AcidHCID 135375932-[3-(4-Chlorobenzoyl)isoxazol-5-yl)ethanol

생성물 1

HCID 13537599[3-(4-Chlorobenzoyl)isoxazol-5-yl]acetic acid

시약·촉매·용매 2

HCID 94433Tetrabutylammonium hydrogen sulfate촉매HCID 6344Dichloromethane용매

실험 절차

To a mixture of 8.8 g of 2-[3-(4-chlorobenzoyl)isoxazol-5-yl)ethanol, 850 ml of CH2Cl2, a few crystals of tetra-n-butylammonium hydrogen sulfate and 130 ml of 9M H2SO4 was added 10.3 g of pulverized K2Cr2O7. The resulting mixture was stirred at room temperature for 2 hours. After allowing the mixture to settle, it was decanted from the unreacted dichromate. The aqueous phase was extracted with CH2Cl2, and the organics were washed with water and brine, and dried over MgSO4. Concentration gave 5.1 g of a solid. Recrystallization from toluene gave 3.0 g (32%) of needles, m.p. 126°-128°.

후처리

  1. customit was decanted from the unreacted dichromate
  2. extractionThe aqueous phase was extracted with CH2Cl2
  3. washthe organics were washed with water and brine
  4. dry with materialdried over MgSO4
  5. concentrationConcentration

출처 및 근거

ORD 기록
ord-6ae740bfe14d46dc94225401f4ae6a68
출처 데이터셋
uspto-grants-1985_12
특허 번호
US04562187

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