Methanol → Methyl 2,3-difluoro-4-methylbenzoate

HRID 341377ノート

反応式

HRID 341377 の反応式
[F:1][C:2]1[C:10]([F:11])=[C:9]([CH3:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:13]O.S(=O)(=O)(O)O>>[CH3:13][O:5][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][C:9]([CH3:12])=[C:10]([F:11])[C:2]=1[F:1]

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 27741412,3-Difluoro-4-methylbenzoic acid

生成物 1

HCID 55255640Methyl 2,3-difluoro-4-methylbenzoate収率 83.2%

実験手順

2,3-Difluoro-4-methyl-benzoic acid (10.0 g, 58.1 mmol) was dissolved in MeOH (200 mL, 6.0 mol) and sulfuric acid (1.00 mL, 19.0 mmol), and was heated at reflux overnight. The mixture was then cooled and concentrated under reduced pressure. The resulting residue was taken up in EtOAc and washed with saturated aqueous NaCl, dried over MgSO4, filtered and concentrated to yield 9.0 g of intermediate (7a) as a white solid. 1H-NMR (CDCl3): 7.61 (1H, t), 7.00 (1H, t), 3.93 (3H, s), 2.35 (3H, s).

後処理

  1. temperatureat reflux overnight
  2. temperatureThe mixture was then cooled
  3. concentrationconcentrated under reduced pressure
  4. washwashed with saturated aqueous NaCl
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-c89463c3c6644aad85f6ab275a565a8f
出典データセット
uspto-grants-2014_11
特許番号
US08895755B2

反応ノート

読み込み中…