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

HRID 337082노트

반응식

HRID 337082 반응식
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]

참가 물질

5

반응물 2

HCID 6397Chlorotrimethylsilane2회HCID 136574392-Chloro-5-fluoro-4-methyl-3-nitro-benzoic acid

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
20 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-aaa4743a6795465fa61936bf972ff07a
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889692B2

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