1-Methylimidazole → 1-(3-Chloro-4-fluorophenyl)propan-2-one

HRID 514101

反応式

HRID 514101 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([OH:12])=O)[CH:5]=[CH:6][C:7]=1[F:8].[CH3:13]N1C=CN=C1>C(OC(=O)C)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10](=[O:12])[CH3:13])[CH:5]=[CH:6][C:7]=1[F:8]

参加物

4

反応物 2

HCID 13901-MethylimidazoleHCID 27737212-(3-Chloro-4-fluorophenyl)acetic acid

生成物 1

HCID 552735661-(3-Chloro-4-fluorophenyl)propan-2-one収率 79%

試薬・触媒・溶媒 1

HCID 7918Acetic Anhydride溶媒

実験手順

To a solution of 2-(3-chloro-4-fluorophenyl)acetic acid (18.46 g, 97.89 mmol) in acetic anhydride (463 mL) was added N-methylimidazole (3.9 mL) and the reaction mixture was stirred overnight at room temperature. The reaction mixture was partitioned between ethyl acetate and saturated sodium bicarbonate solution and organic layer was concentrated and purified by flash column chromatography (silica gel, ethyl acetate/hexanes) to give a colorless oil (14.5 g, 79%). 1H NMR (400 MHz, CDCl3) δ 7.23 (dd, J=6.9, 2.1 Hz, 1H), 7.14-7.00 (m, 2H), 3.66 (s, 2H), 2.19 (s, 3H).

後処理

  1. customThe reaction mixture was partitioned between ethyl acetate and saturated sodium bicarbonate solution and organic layer
  2. concentrationwas concentrated
  3. custompurified by flash column chromatography (silica gel, ethyl acetate/hexanes)

出典と根拠

ORDレコード
ord-6c2c69c9e4604669bf78354308ba7cf5
出典データセット
uspto-grants-2015_08
特許番号
US09102614B2

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