Citric Acid → 4,6-dicyano-1H-indole-2-carboxylic acid

HRID 62649

반응식

HRID 62649 반응식
[C:1]([C:3]1[CH:11]=[C:10]([C:12]#[N:13])[CH:9]=[C:8]2[C:4]=1[CH:5]=[C:6]([C:14]([O:16]CC)=[O:15])[NH:7]2)#[N:2].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>C(O)C.O>[C:1]([C:3]1[CH:11]=[C:10]([C:12]#[N:13])[CH:9]=[C:8]2[C:4]=1[CH:5]=[C:6]([C:14]([OH:16])=[O:15])[NH:7]2)#[N:2]

참가 물질

5

반응물 2

HCID 311Citric AcidHCID 89995321ethyl 4,6-dicyano-1H-indole-2-carboxylate

생성물 1

HCID 899953204,6-dicyano-1H-indole-2-carboxylic acid수율 57%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a stirred solution of ethyl 4,6-dicyano-1H-indole-2-carboxylate (I-2a: 500 mg, 2.09 mmol) in ethanol (10 mL) was added LiOHH2O (176 mg, 4.18 mmol) and heated to reflux for 6 h. Ethanol was evaporated under reduced pressure and the residue was washed with diethyl ether. The solid formed was dissolved in water (20 mL), acidified with saturated citric acid solution and filtered. The solid was further washed with water and dried under vacuum to afford 250 mg (57%) of 4,6-dicyano-1H-indole-2-carboxylic acid (I-2b) as a light brown solid.

후처리

  1. temperatureheated
  2. temperatureto reflux for 6 h
  3. customEthanol was evaporated under reduced pressure
  4. washthe residue was washed with diethyl ether
  5. customThe solid formed
  6. filtrationfiltered
  7. washThe solid was further washed with water
  8. customdried under vacuum

출처 및 근거

ORD 기록
ord-624abc5ad2cb42d39562f6d41aed5881
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447039B2

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