Methyl iodide → Methyl 4-fluoro-2-iodo-6-methylbenzoate

HRID 2427725ノート

反応式

HRID 2427725 の反応式
[F:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:5]([C:6]([OH:8])=[O:7])=[C:4]([I:12])[CH:3]=1.[C:13]([O-])([O-])=O.[K+].[K+].CI>CC(C)=O>[CH3:13][O:7][C:6](=[O:8])[C:5]1[C:9]([CH3:11])=[CH:10][C:2]([F:1])=[CH:3][C:4]=1[I:12]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 672507444-Fluoro-2-iodo-6-methylbenzoic acid

生成物 1

HCID 57949477Methyl 4-fluoro-2-iodo-6-methylbenzoate収率 12%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
70 °C

実験手順

A solution of 4-fluoro-2-iodo-6-methyl-benzoic acid (8.87 g, 31.8 mmol) in acetone (80 mL) was treated with anhydrous K2CO3 (6.91 g, 50 mmol) followed by methyl iodide (2.72 mL, 40 mmol). The reaction mixture was stirred at 70° C. for 2 h. GC-MS and TLC indicated that the reaction was completed. The solids were removed by filtration and the filtrate evaporated under reduced pressure. Silica gel column chromatography of the resulting material using 10% ethyl acetate in hexanes afforded 4-fluoro-2-iodo-6-methyl-benzoic acid methyl ester (1.1 g, 12%).

後処理

  1. customThe solids were removed by filtration
  2. customthe filtrate evaporated under reduced pressure

出典と根拠

ORDレコード
ord-068024955a904a2298af04ee0733e863
出典データセット
uspto-grants-2011_06
特許番号
US07968570B2

反応ノート

読み込み中…