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

HRID 638642노트

반응식

HRID 638642 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ed7bc6b02368483f9319c458f3fc45e3
출처 데이터셋
uspto-grants-1985_12
특허 번호
US04562206

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