Dimethylformamide → Methyl 2-methoxy-3-methylbenzoate

HRID 1869445노트

반응식

HRID 1869445 반응식
[C:1](=[O:4])([O-])[O-:2].[K+].[K+].O[C:8]1[C:16](C)=[CH:15][CH:14]=[CH:13][C:9]=1[C:10](O)=O.[CH3:18]I.CN(C)[CH:22]=[O:23]>>[CH3:18][O:2][C:1](=[O:4])[C:16]1[CH:15]=[CH:14][CH:13]=[C:9]([CH3:10])[C:8]=1[O:23][CH3:22]

참가 물질

5

반응물 4

HCID 6228Dimethylformamide2회HCID 6328Methyl iodideHCID 67383-Methylsalicylic AcidHCID 11430Potassium Carbonate

생성물 1

HCID 13229229Methyl 2-methoxy-3-methylbenzoate수율 59.3%

실험 절차

199.9 g (1.45 mol) of potassium carbonate is introduced into 1.5 1 of dimethylformamide. At room temperature, 100 g (657.29 mol) of 2-hydroxy-3-methylbenzoic acid, dissolved in 250 ml of dimethylformamide, is added in drops. After 30 minutes of stirring, 90 ml of methyl iodide is added in drops, and the batch is stirred overnight. The reaction mixture is added to ice water and extracted three times with methyl tert-butyl ether. The organic phases are washed with water and brine. After drying, the solvent is spun off, and the residue is chromatographed on silica gel (mobile solvent ethyl acetate/hexane). 70.21 g (59.3%) of the desired compound is isolated.

후처리

  1. additionis added in drops
  2. stirringthe batch is stirred overnight
  3. extractionextracted three times with methyl tert-butyl ether
  4. washThe organic phases are washed with water and brine
  5. customAfter drying
  6. customthe residue is chromatographed on silica gel (mobile solvent ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-e592de29152a4a62af76d0ee6855aa9e
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07638515B2

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