Methanol → Methyl 2,5-difluorobenzoate

HRID 1810991ノート

反応式

HRID 1810991 の反応式
[F:1][C:2]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].S(Cl)(Cl)=O.[CH3:16]O>>[CH3:16][O:5][C:4](=[O:6])[C:3]1[CH:7]=[C:8]([F:11])[CH:9]=[CH:10][C:2]=1[F:1]

参加物

4

反応物 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 763392,5-Difluorobenzoic acid

生成物 1

HCID 2779364Methyl 2,5-difluorobenzoate

反応条件

温度
60 °C

実験手順

To a stirred solution of 2,5-difluorobenzoic acid (20 g, 126 mmol) in MeOH (250 mL) is added thionyl chloride (22.5 g, 190 mmol) dropwise at ice-cold conditions. After complete addition the reaction mixture is heated at 60° C. for 3 h. The reaction mixture is concentrated and the residue neutralized with aqueous Na2CO3 solution. It is extracted with CH2Cl2 (3×100 mL), dried over anhydrous MgSO4 and concentrated under reduced pressure to afford the desired 2,5-difluorobenzoic acid methyl ester as a thick liquid (22 g).

後処理

  1. additionAfter complete addition the reaction mixture
  2. concentrationThe reaction mixture is concentrated
  3. extractionIt is extracted with CH2Cl2 (3×100 mL)
  4. dry with materialdried over anhydrous MgSO4
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-47eb7b5be8ec489ab2048afed9441841
出典データセット
uspto-grants-2013_01
特許番号
US08362249B2

反応ノート

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