Dimethylformamide → 2-Methoxy-3-methylbenzoic acid

HRID 1632212

반응식

HRID 1632212 반응식
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:4]([C:5]([OH:7])=[O:6])[C:3]=1[OH:11].CI.[CH3:14]N(C)C=O.[OH-].[Na+]>[Ag]=O.C(O)C>[CH3:14][O:11][C:3]1[C:2]([CH3:1])=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=[O:6]

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 67383-Methylsalicylic AcidHCID 14798Sodium Hydroxide

생성물 1

HCID 9523962-Methoxy-3-methylbenzoic acid

시약·촉매·용매 2

HCID 92152Silver(II) oxide촉매HCID 702Ethanol용매

실험 절차

A mixture of 7.1 g. (0.05 mole) of 3-methylsalicylic acid, 23.1 g. (0.1 mole) of silver oxide and 25 ml. of methyl iodide in 150 ml. of N,N-dimethylformamide was stirred at 25° C. for 16 hours, then filtered. The filtrate was evaporated to provide a residue which was hydrolyzed by heating at 50° C. in an equivolume mixture of ethanol and 6N sodium hydroxide solution. The resulting mixture was acidified and filtered. The filtrate was evaporated, and the residue dissolved in base and treated with decolorizing charcoal. Acidification provided white solid 2-methoxy-3-methylbenzoic acid, m.p. 70°-75° C.

후처리

  1. additionA mixture of 7.1 g
  2. filtrationfiltered
  3. customThe filtrate was evaporated
  4. customto provide a residue which
  5. filtrationfiltered
  6. customThe filtrate was evaporated
  7. dissolutionthe residue dissolved in base
  8. additiontreated with decolorizing charcoal

출처 및 근거

ORD 기록
ord-3738f3f8394e48ce80094f15873a27e9
출처 데이터셋
uspto-grants-1984_10
특허 번호
US04474792

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