Hydrochloric Acid → 3-[3-(carboxymethylthio)propyl]-N-(3-pyridyl)indole hydrochloride

HRID 485345ノート

反応式

HRID 485345 の反応式
C([O:3][C:4]([CH2:6][S:7][CH2:8][CH2:9][CH2:10][C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]([C:20]2[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=2)[CH:12]=1)=[O:5])C.[ClH:26]>CO.[OH-].[Na+].CC(C)=O>[ClH:26].[C:4]([CH2:6][S:7][CH2:8][CH2:9][CH2:10][C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]([C:20]2[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=2)[CH:12]=1)([OH:5])=[O:3]

参加物

6

反応物 2

HCID 313Hydrochloric AcidHCID 202701983-[3-(ethoxycarbonylmethylthio)propyl]-N-(3-pyridyl)indole

生成物 1

HCID 134903773-[3-(carboxymethylthio)propyl]-N-(3-pyridyl)indole hydrochloride

試薬・触媒・溶媒 3

HCID 180Acetone溶媒HCID 887Methanol溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

A solution of 90 mg of 3-[3-(ethoxycarbonylmethylthio)propyl]-N-(3-pyridyl)indole in 5 ml of methanol and 1 ml of 1N sodium hydroxide is refluxed for 10 hours, cooled and evaporated. The resulting oil is partitioned between ether and water. The aqueous phase is brought to pH=6 with concentrated sulfuric acid, is extracted with chloroform and the chloroform extract is dried over sodium sulfate. Filtration and evaporation gives an oil which is redissolved in 2 ml of acetone and is treated with 0.07 ml of 3N ethereal hydrogen chloride. Evaporation and crystallization from acetone-ether yields 3-[3-(carboxymethylthio)propyl]-N-(3-pyridyl)indole hydrochloride, m.p. 106°-110°.

後処理

  1. temperaturecooled
  2. customevaporated
  3. customThe resulting oil is partitioned between ether and water
  4. extractionis extracted with chloroform
  5. extractionthe chloroform extract
  6. dry with materialis dried over sodium sulfate
  7. filtrationFiltration and evaporation
  8. customgives an oil which
  9. customEvaporation and crystallization from acetone-ether

出典と根拠

ORDレコード
ord-fdbfe043bd204a7686892102162c328f
出典データセット
uspto-grants-1985_08
特許番号
US04536505

反応ノート

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