2-(4-Chloro-phenyl)-N-ethyl-acetamide → [2-(4-Chloro-phenyl)-ethyl]-ethyl-amine hydrochloride

HRID 1866529노트

반응식

HRID 1866529 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([NH:11][CH2:12][CH3:13])=O)=[CH:4][CH:3]=1>O1CCCC1.CO.Cl>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][NH:11][CH2:12][CH3:13])=[CH:6][CH:7]=1

참가 물질

5

반응물 1

HCID 44191372-(4-Chloro-phenyl)-N-ethyl-acetamide

생성물 1

HCID 69026677[2-(4-Chloro-phenyl)-ethyl]-ethyl-amine hydrochloride수율 99%

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 2-(4-chloro-phenyl)-N-ethyl-acetamide (preparation 80), (437 mg, 2.22 mmol) and borane tetrahydrofuran complex (1M, 8.88 mL, 8.88 mmol) in tetrahydrofuran was heated under reflux for 18 hours. The cooled reaction mixture was then diluted with methanol (5 mL) and 12M hydrochloric acid (2 mL) and the re-heated to reflux for a further hour. The mixture was cooled to room temperature and concentrated in vacuo. Trituration of the residue with ethyl acetate afforded the title compound as a colourless solid in 99% yield, 403 mg.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 18 hours
  3. customThe cooled reaction mixture
  4. temperaturethe re-heated
  5. temperatureto reflux for a further hour
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-9498db197f2140f3872caad7c4f9cd19
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07629358B2

반응 노트

불러오는 중…