Methanol → Methyl 2-nitro-4-(trifluoromethyl)benzoate

HRID 507024노트

반응식

HRID 507024 반응식
S(=O)(=O)(O)O.[N+:6]([C:9]1[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:15]=[CH:14][C:10]=1[C:11]([OH:13])=[O:12])([O-:8])=[O:7].[CH3:22]O>>[N+:6]([C:9]1[CH:17]=[C:16]([C:18]([F:19])([F:20])[F:21])[CH:15]=[CH:14][C:10]=1[C:11]([O:13][CH3:22])=[O:12])([O-:8])=[O:7]

참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 6420962-Nitro-4-(trifluoromethyl)benzoic acid

생성물 1

HCID 11276727Methyl 2-nitro-4-(trifluoromethyl)benzoate수율 99%

실험 절차

Add concentrated sulfuric acid (120 mL) dropwise to a solution of 2-nitro-4-trifluoromethylbenzoic acid (200 g, 850 mmol) in methanol (2 L) at room temperature under nitrogen and heat the mixture at reflux for 48 h. Cool the solution to room temperature and remove most of the solvent by evaporation at 45° C. under reduced pressure. Pour the turbid residue onto ice/water (2 L) and extract with ethyl acetate (2×1 L). Wash the combined organic extracts with brine (1 L), dry over anhydrous magnesium sulfate, filter and remove the solvent under reduced pressure to provide the title compound as a yellow oil (212.2 g, >99%). 1H NMR (300 MHz, CDCl3) δ 8.21 (s, 1H), 7.95 (d, J=1.13 Hz, 1H), 7.90 (s, 1H), 3.97 (s, 3H).

후처리

  1. temperatureheat the mixture
  2. temperatureat reflux for 48 h
  3. customremove most of the solvent by evaporation at 45° C. under reduced pressure
  4. additionPour the turbid residue onto ice/water (2 L)
  5. extractionextract with ethyl acetate (2×1 L)
  6. washWash the combined organic extracts with brine (1 L)
  7. dry with materialdry over anhydrous magnesium sulfate
  8. filtrationfilter
  9. customremove the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-3bad09cb02e544b5b1f82d89300d63c3
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07786108B2

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