Benzaldehyde → HCID 53768433、化合物

HRID 344439ノート

反応式

HRID 344439 の反応式
[C:1]([O:5][C:6]([NH:8][CH2:9][CH:10]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][CH2:18][NH2:19])[CH2:11]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH:20](=O)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[BH4-].[Na+].O>C(O)C>[CH2:20]([NH:19][CH2:18][CH2:17][CH2:16][CH2:15][N:12]1[CH2:13][CH2:14][CH:10]([CH2:9][NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:11]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

参加物

6

反応物 4

HCID 240BenzaldehydeHCID 962WaterHCID 4311764Sodium borohydrideHCID 53780052HCID 53780052、化合物

生成物 1

HCID 53768433HCID 53768433、化合物収率 65.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 4-(3-tert-butoxycarbonylaminomethylpyrrolidin-1-yl)-butylamine (2.0 g) and benzaldehyde (0.86 g) in ethanol (50 ml) was stirred at 70° C. for 3 hr. After cooling, sodium borohydride was added, and the mixture was stirred at room temperature for 2 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give 1.74 g of N-benzyl-4-(3-tert-butoxycarbonylaminomethylpyrrolidin-1-yl)butylamine.

後処理

  1. temperatureAfter cooling
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. customdried
  5. customthe solvent was evaporated under reduced pressure
  6. customThe obtained residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-4d024c7387ca4a5aacae1abbc850e034
出典データセット
uspto-grants-1999_01
特許番号
US05864039

反応ノート

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