3-Methyl-2-butanone → 2,3,3-Trimethyl-4-carboxy-3H-indole

HRID 61512

반응식

HRID 61512 반응식
[NH:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([OH:8])=[O:7])N.[CH:12]([C:15]([CH3:17])=O)([CH3:14])[CH3:13]>C(O)C.S(=O)(=O)(O)O>[CH3:17][C:15]1[C:12]([CH3:14])([CH3:13])[C:4]2[C:3](=[CH:11][CH:10]=[CH:9][C:5]=2[C:6]([OH:8])=[O:7])[N:1]=1

참가 물질

5

반응물 2

HCID 112513-Methyl-2-butanoneHCID 27365213-Hydrazinobenzoic acid

생성물 1

HCID 665977182,3,3-Trimethyl-4-carboxy-3H-indole수율 81.4%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 1118Sulfuric Acid용매

실험 절차

A solution of 3-hydrazinobenzoic acid (30.0 g, 197 mmol), isopropylmethylketone (31.7 mL, 296 mmol) in ethanol (500 mL) and sulfuric acid (5 mL) was heated under reflux in an oil bath for 20 h. After cooling to ambient temperature the solvent was evaporated off under reduced pressure to a small volume of ˜200 mL. Collected the solid with a filter funnel, washed with iPrOH (3×30 mL) and ethyl ether (3×30 mL) and dried. Further drying of the solid in an oven at 45° C. under high vacuum for 18 h provided 32.59 g (81.3%) of the product.

후처리

  1. temperatureunder reflux in an oil bath for 20 h
  2. customwas evaporated off under reduced pressure to a small volume of ˜200 mL
  3. customCollected the solid with a filter funnel
  4. washwashed with iPrOH (3×30 mL) and ethyl ether (3×30 mL)
  5. customdried
  6. customFurther drying of the solid in an oven at 45° C. under high vacuum for 18 h

출처 및 근거

ORD 기록
ord-849145d5f1b84f94ad041af0e7fe6118
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09441270B2

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