Dimethylethylamine → N-(4-Ethoxy-3-methoxy-phenethyl)-ethylenediamine

HRID 1792261노트

반응식

HRID 1792261 반응식
[NH2:1][CH2:2][CH2:3][NH:4][C:5](=O)[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH3:15])=[C:9]([O:16][CH3:17])[CH:8]=1.[AlH3].N(CC)(C)C>C1COCC1>[CH2:14]([O:13][C:10]1[CH:11]=[CH:12][C:7]([CH2:6][CH2:5][NH:4][CH2:3][CH2:2][NH2:1])=[CH:8][C:9]=1[O:16][CH3:17])[CH3:15]

참가 물질

5

반응물 3

HCID 11723DimethylethylamineHCID 14488Aluminum hydrideHCID 22034123N-(2-amino-ethyl)-2-(4-ethoxy-3-methoxy-phenyl)acetamide

생성물 1

HCID 22034119N-(4-Ethoxy-3-methoxy-phenethyl)-ethylenediamine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Treat a solution of N-(2-amino-ethyl)-2-(4-ethoxy-3-methoxy-phenyl)acetamide (0.7 g, 2.77 mmol) in THF (10 mL) with AlH3.NMe2Et (55 mL, 27.74 mmol) and heat to reflux for 14 h. Cool the resulting mixture to ambient temperature, quench with Na2CO3.10H2O (0.5 g) and stir at ambient temperature for 15 min. Filter the solution through Celite and wash with several portions of CH2Cl2. Concentrate the filtrate in vacuoo and purify by preparative TLC (10% MeOH in CH2Cl2) to obtain the title compound as a white oil.

후처리

  1. temperatureto reflux for 14 h
  2. customquench with Na2CO3.10H2O (0.5 g)
  3. filtrationFilter the solution through Celite
  4. washwash with several portions of CH2Cl2
  5. concentrationConcentrate the filtrate in vacuoo
  6. custompurify by preparative TLC (10% MeOH in CH2Cl2)

출처 및 근거

ORD 기록
ord-f807ff24e2804cd888c618644e5b2c6f
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07074929B2

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