Benzeneethanamine, 3,4-bis(phenylmethoxy)-, hydrochloride (1:1) → N-[2-(3,4-dibenzyloxyphenyl)ethyl]-1-methyl-3-(3-carbamoylphenyl)propylamine

HRID 638642ノート

反応式

HRID 638642 の反応式
Cl.[CH2:2]([O:9][C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][C:18]=1[O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH2:13][CH2:14][NH2:15])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.O=[C:28]([CH3:40])[CH2:29][CH2:30][C:31]1[CH:32]=[C:33]([CH:37]=[CH:38][CH:39]=1)[C:34]([NH2:36])=[O:35].C([BH3-])#N.[Na+]>CO>[CH2:2]([O:9][C:10]1[CH:11]=[C:12]([CH2:13][CH2:14][NH:15][CH:28]([CH3:40])[CH2:29][CH2:30][C:31]2[CH:39]=[CH:38][CH:37]=[C:33]([C:34](=[O:35])[NH2:36])[CH:32]=2)[CH:16]=[CH:17][C:18]=1[O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 2723941Benzeneethanamine, 3,4-bis(phenylmethoxy)-, hydrochloride (1:1)HCID 5003444Sodium cyanoborohydrideHCID 135636403-(3'-Oxobutyl)benzamide

生成物 1

HCID 70424681N-[2-(3,4-dibenzyloxyphenyl)ethyl]-1-methyl-3-(3-carbamoylphenyl)propylamine収率 81.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

2.61 g of 3,4-dibenzyloxyphenethylamine hydrochloride and 2.70 g of 3-(3'-oxobutyl)benzamide were dissolved in 50 ml of methanol, to which was added 0.47 g of sodium cyanoborohydride. The reaction was allowed to stand at room temperature for 15 hours. Then, the solvent was distilled off and the residue was extracted with 300 ml of ethyl acetate. The organic phase was washed with water and dried with anhydrous sodium sulfate. The solvent was distilled off and the residue was subjected to silica gel chromatography (solvent chloroform:ethanol:acetic acid=90:8:2) to obtain 2.91 g of N-[2-(3,4-dibenzyloxyphenyl)ethyl]-1-methyl-3-(3-carbamoylphenyl)propylamine as a viscous oil.

後処理

  1. distillationThen, the solvent was distilled off
  2. extractionthe residue was extracted with 300 ml of ethyl acetate
  3. washThe organic phase was washed with water
  4. dry with materialdried with anhydrous sodium sulfate
  5. distillationThe solvent was distilled off

出典と根拠

ORDレコード
ord-ed7bc6b02368483f9319c458f3fc45e3
出典データセット
uspto-grants-1985_12
特許番号
US04562206

反応ノート

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