Sodium borohydride → HCID 13714726、化合物

HRID 65093ノート

反応式

HRID 65093 の反応式
[C:1]([C:3]([CH:20]([CH3:22])[CH3:21])([C:8]1[CH:13]=[C:12]([O:14][CH3:15])[C:11]([O:16][CH3:17])=[C:10]([O:18][CH3:19])[CH:9]=1)[CH2:4][CH2:5][CH:6]=O)#[N:2].[N+:23]([C:26]1[CH:36]=[CH:35][CH:34]=[CH:33][C:27]=1[O:28][CH2:29][CH2:30][CH2:31][NH2:32])([O-:25])=[O:24].[BH4-].[Na+]>CO>[CH:20]([C:3]([C:8]1[CH:9]=[C:10]([O:18][CH3:19])[C:11]([O:16][CH3:17])=[C:12]([O:14][CH3:15])[CH:13]=1)([CH2:4][CH2:5][CH2:6][NH:32][CH2:31][CH2:30][CH2:29][O:28][C:27]1[CH:33]=[CH:34][CH:35]=[CH:36][C:26]=1[N+:23]([O-:25])=[O:24])[C:1]#[N:2])([CH3:21])[CH3:22]

参加物

5

反応物 3

HCID 4311764Sodium borohydrideHCID 52768743-(2-Nitrophenoxy)propylamineHCID 14000643HCID 14000643、化合物

生成物 1

HCID 13714726HCID 13714726、化合物収率 52.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of 8.09 g of 4-cyano-4-isopropyl-4-(3,4,5-trimethoxyphenyl)butyraldehyde and 4.96 g of 3-(2-nitrophenoxy)-propylamine in 100 ml of methanol was refluxed for 3 hours. After cooling, to the solution was added 0.50 g of sodium borohydride and the solution was stirred overnight at room temperature. The solvent was removed and to the residue was added water. The solution was extracted with chloroform and the extract was washed with water, dried, and evaporated. The residue was chromatographed on silica gel using 10% methanol-chloroform as an eluent to give 6.48 g of the desired compound as a pale yellow oil.

後処理

  1. temperatureAfter cooling, to the solution
  2. customThe solvent was removed and to the residue
  3. additionwas added water
  4. extractionThe solution was extracted with chloroform
  5. washthe extract was washed with water
  6. customdried
  7. customevaporated
  8. customThe residue was chromatographed on silica gel using 10% methanol-chloroform as an eluent

出典と根拠

ORDレコード
ord-285edd3b3abc4dd997fce3177e670764
出典データセット
uspto-grants-1986_09
特許番号
US04612329

反応ノート

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