Sodium Hydroxide → 3-Methoxy-5-(methoxycarbonyl)benzoic acid

HRID 1791343ノート

反応式

HRID 1791343 の反応式
[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:13]=[C:12]([O:14][CH3:15])[CH:11]=[C:6]([C:7]([O:9]C)=[O:8])[CH:5]=1.[OH-].[Na+]>CO>[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:13]=[C:12]([O:14][CH3:15])[CH:11]=[C:6]([C:7]([OH:9])=[O:8])[CH:5]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 4167302Dimethyl-5-methoxyisophthalate

生成物 1

HCID 110201363-Methoxy-5-(methoxycarbonyl)benzoic acid収率 75.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A suspension of dimethyl-5-methoxy-isophthalate (6.4 g, 28.5 mmol) in methanol (143 mL) was treated with 1 N sodium hydroxide (25.6 mL, 25.6 mmol). The reaction was left stirring overnight at room temperature. After the solution was concentrated, the residue was dissolved in water and transferred to a separatory funnel. The aqueous layer was washed with dichloromethane (3 times) and then acidified with 1 N HCl to pH 2. Ethyl acetate was used to extract the precipitate, which was then washed with brine and dried over anhydrous sodium sulfate. After removal of solvent in vacuo, 4.5 g (75%) of 5-methoxyisophthalic acid monomethyl ester was isolated as a white solid. 1H NMR (DMSO), δ(ppm): 8.17 (m, 1H), 7.60 (m, 2H), 3.80 (s, 3H), 3.76 (s, 3H).

後処理

  1. waitThe reaction was left
  2. concentrationAfter the solution was concentrated
  3. dissolutionthe residue was dissolved in water
  4. customtransferred to a separatory funnel
  5. washThe aqueous layer was washed with dichloromethane (3 times)
  6. extractionto extract the precipitate, which
  7. washwas then washed with brine
  8. dry with materialdried over anhydrous sodium sulfate
  9. customAfter removal of solvent in vacuo

出典と根拠

ORDレコード
ord-7993330f56544394abc27c1cca50f87f
出典データセット
uspto-grants-2006_07
特許番号
US07074809B2

反応ノート

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