Potassium Carbonate → 4-(hydroxymethyl)-2-(trifluoromethyl)benzoic Acid

HRID 467934ノート

反応式

HRID 467934 の反応式
Br[CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[C:5]([C:12]([F:15])([F:14])[F:13])[CH:4]=1.C(=O)([O-])[O-:17].[K+].[K+]>O>[OH:17][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[C:5]([C:12]([F:15])([F:14])[F:13])[CH:4]=1

参加物

4

反応物 2

HCID 11430Potassium CarbonateHCID 595634854-(Bromomethyl)-2-(trifluoromethyl)benzoic acid

生成物 1

HCID 110961264-(hydroxymethyl)-2-(trifluoromethyl)benzoic Acid収率 89.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
95 °C

実験手順

To a suspension of 4-bromomethyl-2-trifluoromethyl-benzoic acid (Example I7) (13.03 g) in water (200 ml) was added potassium carbonate (31.1 g). The reaction mixture was stirred at 95° C. for 1 hour. The reaction mixture was then allowed to cool to ambient temperature and was quenched by addition of aqueous hydrochloric acid (5M) (250 ml). The mixture was extracted with ethyl acetate (3×150 ml). The extracts were dried over sodium sulfate and concentrated. The residue was crystallized from ethyl acetate and heptane to give 4-hydroxymethyl-2-trifluoromethyl-benzoic acid (9.07 g) as a white crystalline powder. 1H-NMR (DMSO-d6, 400 MHz): 13.5 (br s, 1H), 7.81-7.66 (m, 3H), 5.53 (s, 1H), 4.62 (s, 2H).

後処理

  1. temperatureto cool to ambient temperature
  2. customwas quenched by addition of aqueous hydrochloric acid (5M) (250 ml)
  3. extractionThe mixture was extracted with ethyl acetate (3×150 ml)
  4. dry with materialThe extracts were dried over sodium sulfate
  5. concentrationconcentrated
  6. customThe residue was crystallized from ethyl acetate and heptane

出典と根拠

ORDレコード
ord-0e77d6e2ad4447e6a46dda4d69265b26
出典データセット
uspto-grants-2014_01
特許番号
US08623896B2

反応ノート

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