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

HRID 1779020ノート

反応式

HRID 1779020 の反応式
[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]

参加物

4

反応物 3

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

生成物 1

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

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-2903861883374e7ab40cb98c074a4430
出典データセット
uspto-grants-2016_02
特許番号
US09266864B2

反応ノート

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