Acetone → Methyl 3-fluoro-2-methoxybenzoate

HRID 330386노트

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HRID 330386 반응식
[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]

참가 물질

6

반응물 5

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

생성물 1

HCID 19862628Methyl 3-fluoro-2-methoxybenzoate

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-e72ea964be6a412085cce6974b090cbf
출처 데이터셋
uspto-grants-1990_01
특허 번호
US04895962

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