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Dimethylamine, hydrochloride → N-[4-[3-(Dimethylamino)propyl]phenyl]acetamide

HRID 2236731
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HRID 2236731 반응식
O=[CH:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:14])[CH3:13])=[CH:7][CH:6]=1.Cl.[CH3:16][NH:17][CH3:18].C([O-])(=O)C.[Na+].C([BH3-])#N.[Na+]>CO>[CH3:16][N:17]([CH3:18])[CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:14])[CH3:13])=[CH:7][CH:6]=1
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참가 물질

6

반응물 4

HCID 10473Dimethylamine, hydrochlorideHCID 517045Sodium AcetateHCID 5003444Sodium cyanoborohydrideHCID 99206073-(4-Acetamidophenyl)propanal

생성물 1

HCID 21685341N-[4-[3-(Dimethylamino)propyl]phenyl]acetamide수율 127.1%

시약·촉매·용매 1

HCID 887Methanol
용매

실험 절차

To a suspension of N-[4-(3-Oxo-propyl)-phenyl]-acetamide (96 mg, 0.50 mmol), dimethylamine hydrochloride (82 mg, 1.0 mmol), and sodium acetate (66 mg, 0.80 mmol) in methanol (0.5 mL) is added sodium cyanoborohydride (47 mg, 0.75 mmol). Upon completion of the reaction, the solvent is evaporated under reduced pressure and the residue is partitioned between ethyl acetate and water. The aqueous phase is extracted with ethyl acetate. The combined extracts were concentrated to give N-[4-(3-dimethylamino-propyl)-phenyl]-acetamide (0.14 g, >100%).

후처리

  1. customUpon completion of the reaction
  2. customthe solvent is evaporated under reduced pressure
  3. customthe residue is partitioned between ethyl acetate and water
  4. extractionThe aqueous phase is extracted with ethyl acetate
  5. concentrationThe combined extracts were concentrated

출처 및 근거

ORD 기록
ord-f56510ca4f52472fbbb80dcd98e4c436
출처 데이터셋
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07713994B2

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