Acetone → Methyl 3-fluoro-2-methoxybenzoate

HRID 330386ノート

反応式

HRID 330386 の反応式
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:4]([C:5](O)=[O:6])[C:3]=1O.IC.[C:14](=[O:17])([O-])[O-].[K+].[K+].[CH3:20]C(C)=O.[OH2:24]>>[F:1][C:2]1[C:3]([O:17][CH3:14])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([O:6][CH3:20])=[O:24]

参加物

6

反応物 5

HCID 180AcetoneHCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 2687243-Fluoro-2-hydroxybenzoic acid

生成物 1

HCID 19862628Methyl 3-fluoro-2-methoxybenzoate

実験手順

A mixture containing 3-fluorosalicylic acid (20 g) [obtained as white crystals, m.p. 145°-147° C., by the method of L. N. Ferguson et alia, J. Amer. Chem. Soc., 1950, 72, 5315], iodomethane (60 g), potassium carbonate (40 g) and acetone (200 ml) was heated under reflux for 24 hours. Water (500 ml) was added and the mixture was extracted with ether (3×150 ml). The combined extracts were dried (MgSO4) and evaporated to give methyl 3-fluoro-2-methoxybenzoate (B) (21 g) as a yellow oil, which was used without further purification; NMR: 3.85 (3H,s), 3.95 (3H,s) and 6.8-7.6 (3H,m).

後処理

  1. customobtained as white crystals, m.p. 145°-147° C., by the method of L
  2. temperatureunder reflux for 24 hours
  3. extractionthe mixture was extracted with ether (3×150 ml)
  4. dry with materialThe combined extracts were dried (MgSO4)
  5. customevaporated

出典と根拠

ORDレコード
ord-e72ea964be6a412085cce6974b090cbf
出典データセット
uspto-grants-1990_01
特許番号
US04895962

反応ノート

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