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

HRID 656233ノート

反応式

HRID 656233 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
50 °C

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-216e598d7e3e4400a697266c81525bd9
出典データセット
uspto-grants-2011_12
特許番号
US08071651B2

反応ノート

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