Potassium Hydroxide → 1-[3-(4-Heptyloxyphenoxy)-2-hydroxypropyl]indole-5-carbamide

HRID 1821958ノート

反応式

HRID 1821958 の反応式
[CH2:1]([O:8][C:9]1[CH:30]=[CH:29][C:12]([O:13][CH2:14][CH:15]([OH:28])[CH2:16][N:17]2[C:25]3[C:20](=[CH:21][C:22]([C:26]#[N:27])=[CH:23][CH:24]=3)[CH:19]=[CH:18]2)=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[OH-:31].[K+]>C(O)(C)(C)C>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([O:13][CH2:14][CH:15]([OH:28])[CH2:16][N:17]2[C:25]3[C:20](=[CH:21][C:22]([C:26]([NH2:27])=[O:31])=[CH:23][CH:24]=3)[CH:19]=[CH:18]2)=[CH:29][CH:30]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 578938361-[3-(4-Heptyloxyphenoxy)-2-hydroxypropyl]indole-5-carbonitrile

生成物 1

HCID 578938341-[3-(4-Heptyloxyphenoxy)-2-hydroxypropyl]indole-5-carbamide

試薬・触媒・溶媒 1

HCID 6386tert-Butanol溶媒

実験手順

455 mg (1.12 mmol) 1-[3-(4-Heptyloxyphenoxy)-2-hydroxypropyl]indole-5-carbonitrile are dissolved in 10 ml tert-butanol. Having added 1.10 g (22.4 mmol) pulverized, 88% potassium hydroxide, the batch is heated to 100° C. for 3 hours. After cooling the reaction solution, hydrolysis using 50 ml distilled water and neutralization with 1 N hydrochloric acid are carried out. The aqueous phase is extracted three times with ethyl acetate and the combined organic phases are washed once with water and then twice with saturated sodium chloride solution. Following drying on sodium sulfate, the solvent is removed on the rotary evaporator. The residue is purified on silica gel by means of column chromatography (flow agent: ethyl acetate), the product accruing as a solid.

後処理

  1. additionHaving added 1.10 g (22.4 mmol)
  2. temperatureAfter cooling
  3. customthe reaction solution, hydrolysis
  4. distillationdistilled water and neutralization with 1 N hydrochloric acid
  5. extractionThe aqueous phase is extracted three times with ethyl acetate
  6. washthe combined organic phases are washed once with water
  7. customFollowing drying on sodium sulfate
  8. customthe solvent is removed on the rotary evaporator
  9. customThe residue is purified on silica gel by means of column chromatography (flow agent: ethyl acetate)

出典と根拠

ORDレコード
ord-8068d3e79ac34c57aca9e4c1dd945ce6
出典データセット
uspto-grants-2009_10
特許番号
US07608633B2

反応ノート

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