Potassium Carbonate → 2-Chloro-4-cyano-5-methoxybenzoic acid

HRID 219876

反応式

HRID 219876 の反応式
[Cl:1][C:2]1[CH:11]=[C:10]([C:12]#[N:13])[C:9](F)=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[C:15]([O-])([O-])=[O:16].[K+].[K+]>CO>[Cl:1][C:2]1[CH:11]=[C:10]([C:12]#[N:13])[C:9]([O:16][CH3:15])=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

参加物

4

反応物 2

HCID 11430Potassium CarbonateHCID 67528656Methyl 2-chloro-4-cyano-5-fluorobenzoate

生成物 1

HCID 675283752-Chloro-4-cyano-5-methoxybenzoic acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of methyl 2-chloro-4-cyano-5-fluorobenzoate (840 mg; 3.93 mmol; 1 eq.) and K2CO3 (2 717.55 mg; 19.66 mmol; 5 eq.) in MeOH (16.80 mL) was stirred at RT for 24 hours. The reaction mixture was concentrated and the residue was taken up in water. The aqueous layer was washed with EtOAc then the aqueous phase was acidified with HCl cc and extracted with EtOAc. The combined organic phases were washed with water, brine, dried over MgSO4 and concentrated affording the title compound as a yellow solid used without further (0.63 g, 75%). 1H NMR (DMSO-d6, 300 MHz) δ 14.05 (br s, 1H), 8.04 (s, 1H), 7.51 (s, 1H), 3.96 (s, 3H). HPLC (Method A) Rt 3.11 min (Purity 88.5%).

後処理

  1. concentrationThe reaction mixture was concentrated
  2. washThe aqueous layer was washed with EtOAc
  3. extractionextracted with EtOAc
  4. washThe combined organic phases were washed with water, brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-6278cbf234b14c108b446b54b2a79dc3
出典データセット
uspto-grants-2012_06
特許番号
US08202865B2

関連ノート

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