Chlorotrimethylsilane → 2-Chloro-5-fluoro-4-methyl-3-nitro-benzoic acid methyl ester

HRID 337082ノート

反応式

HRID 337082 の反応式
Cl[Si](C)(C)[CH3:3].[Cl:6][C:7]1[C:15]([N+:16]([O-:18])=[O:17])=[C:14]([CH3:19])[C:13]([F:20])=[CH:12][C:8]=1[C:9]([OH:11])=[O:10]>CO.O>[CH3:3][O:10][C:9](=[O:11])[C:8]1[CH:12]=[C:13]([F:20])[C:14]([CH3:19])=[C:15]([N+:16]([O-:18])=[O:17])[C:7]=1[Cl:6]

参加物

5

反応物 2

HCID 6397Chlorotrimethylsilane2 回HCID 136574392-Chloro-5-fluoro-4-methyl-3-nitro-benzoic acid

生成物 1

HCID 866615862-Chloro-5-fluoro-4-methyl-3-nitro-benzoic acid methyl ester

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
20 °C

実験手順

A solution of chlorotrimethylsilane (200 mL) in methanol (300 mL) was treated with 2-chloro-5-fluoro-4-methyl-3-nitrobenzoic acid (Example 252c, 65.5 g) portionwise under nitrogen. The resulting solution was stirred at 20° C. for 16 h. Further chlorotrimethylsilane (100 mL) was added and the reaction heated at 50° C. for 6 h. The reaction mixture was evaporated to afford crude product which was diluted with water and extracted with ethyl acetate (300 mL). The organic extract was dried (MgSO4), filtered and evaporated to afford the subtitle compound (53.4 g).

後処理

  1. temperaturethe reaction heated at 50° C. for 6 h
  2. customThe reaction mixture was evaporated
  3. customto afford crude product which
  4. extractionextracted with ethyl acetate (300 mL)
  5. extractionThe organic extract
  6. dry with materialwas dried (MgSO4)
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-aaa4743a6795465fa61936bf972ff07a
出典データセット
uspto-grants-2014_11
特許番号
US08889692B2

反応ノート

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