Methanol → Methyl 2-[2-bromo-4-(trifluoromethyl)phenyl]acetate

HRID 1779020노트

반응식

HRID 1779020 반응식
[Br:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[CH2:12][C:13]([OH:15])=[O:14].OS(O)(=O)=O.[CH3:21]O>>[Br:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[CH2:12][C:13]([O:15][CH3:21])=[O:14]

참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 2778431[2-Bromo-4-(trifluoromethyl)phenyl]acetic acid

생성물 1

HCID 75487957Methyl 2-[2-bromo-4-(trifluoromethyl)phenyl]acetate

실험 절차

A solution of 2-bromo-4-trifluoromethylphenylacetic acid (2.00 g, 7.07 mmol) and concentrated aqueous H2SO4 (1 mL) in MeOH (30 mL) was heated at reflux for 16 hours. The volatiles were removed under reduced pressure then the residue taken up in EtOAc. The resulting solution was washed with 10% NaHCO3, dried (MgSO4) and evaporated under reduced pressure to give the title compound A57 as a clear liquid (2.07 g, 98%); 1H NMR (400 MHz, CDCl3) δ 7.83 (d, J=1.1 Hz, 1H), 7.53 (dd, J=8.0, 1.1 Hz, 1H), 7.41 (d, J=8.0 Hz, 1H), 3.84 (s, 2H), 3.72 (s, 3H). LCMS-A: rt 6.236 min; m/z 297/299 [M+H]+.

후처리

  1. temperatureat reflux for 16 hours
  2. customThe volatiles were removed under reduced pressure
  3. washThe resulting solution was washed with 10% NaHCO3
  4. dry with materialdried (MgSO4)
  5. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-2903861883374e7ab40cb98c074a4430
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09266864B2

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