Hydrochloric Acid → Methyl 4-(difluoromethyl)benzoate

HRID 1672566ノート

反応式

HRID 1672566 の反応式
[F:1][CH:2]([F:12])[C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=1.Cl.[CH3:14]O>>[F:1][CH:2]([F:12])[C:3]1[CH:4]=[CH:5][C:6]([C:7]([O:9][CH3:14])=[O:8])=[CH:10][CH:11]=1

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 207393254-(Difluoromethyl)benzoic acid

生成物 1

HCID 22262108Methyl 4-(difluoromethyl)benzoate

実験手順

A solution of 4-(difluoromethyl)benzoic acid (5.47 g, 31.8 mmol) in MeOH (100 mL) was treated with concentrated aq HCl (0.5 mL, 6.0 mmol), and the reaction mixture was heated to reflux. After 24 hr the solution was cooled to ambient temperature and concentrated in vacuo. The residue was taken up in Et2O and washed with saturated aqueous NaHCO3 solution and brine, dried over MgSO4, filtered, and concentrated in vacuo. The result was 5.82 g (98%) of the title compound as a white solid. 1H NMR (300 MHz, DMSO-d6) δ 8.13-8.06 (m, 2H), 7.76-7.69 (m, 2H), 7.14 (t, J=55.5, 1H), 3.89 (s, 3H).

後処理

  1. temperaturethe reaction mixture was heated to reflux
  2. concentrationconcentrated in vacuo
  3. washwashed with saturated aqueous NaHCO3 solution and brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-f4e007f64d02451d81371448e3a45608
出典データセット
uspto-grants-2011_08
特許番号
US07998993B2

反応ノート

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