Acetic Anhydride → N-[1-(4-bromopyridin-2-yl)-4-methoxybutyl]acetamide

HRID 656233노트

반응식

HRID 656233 반응식
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH:8]([NH2:14])[CH2:9][CH2:10][CH2:11][O:12][CH3:13])[CH:3]=1.[C:15](OC(=O)C)(=[O:17])[CH3:16].[OH-].[Na+]>C(O)(=O)C.C(OCC)(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH:8]([NH:14][C:15](=[O:17])[CH3:16])[CH2:9][CH2:10][CH2:11][O:12][CH3:13])[CH:3]=1

참가 물질

6

반응물 3

HCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 686532511-(4-Bromopyridin-2-yl)-4-methoxybutylamine

생성물 1

HCID 68652850N-[1-(4-bromopyridin-2-yl)-4-methoxybutyl]acetamide

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 8857Ethyl Acetate용매

반응 조건

온도
50 °C

실험 절차

A solution of 32.0 g of 1-(4-bromopyridin-2-yl)-4-methoxybutylamine in 150 ml of glacial acetic acid is mixed with 37 ml of acetic anhydride. The reaction solution is stirred at 50° C. for 30 minutes and then diluted with ethyl acetate. It is basified with 2M sodium hydroxide solution, and the phases are separated. The aqueous phase is extracted with ethyl acetate (2×). The combined organic phases are evaporated. The title compound is obtained as a yellowish solid from the residue by flash chromatography (SiO2 60 F). Rf=0.38 (EtOAc-methanol 9:1); Rt=2.33 (Gradient I).

후처리

  1. customthe phases are separated
  2. extractionThe aqueous phase is extracted with ethyl acetate (2×)
  3. customThe combined organic phases are evaporated

출처 및 근거

ORD 기록
ord-216e598d7e3e4400a697266c81525bd9
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071651B2

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