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

HRID 62649ノート

反応式

HRID 62649 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-624abc5ad2cb42d39562f6d41aed5881
出典データセット
uspto-grants-2016_09
特許番号
US09447039B2

反応ノート

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