Dimethyl Sulfate → Methyl 2-methoxy-3-methylbenzoate

HRID 2186636노트

반응식

HRID 2186636 반응식
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:4]([C:5]([OH:7])=O)[C:3]=1[OH:11].[C:12](=O)([O-])[O-].[K+].[K+].COS([O:23][CH3:24])(=O)=O>CC(C)=O>[CH3:12][O:11][C:3]1[C:2]([CH3:1])=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([O:23][CH3:24])=[O:7]

참가 물질

5

반응물 3

HCID 6497Dimethyl SulfateHCID 67383-Methylsalicylic AcidHCID 11430Potassium Carbonate

생성물 1

HCID 13229229Methyl 2-methoxy-3-methylbenzoate수율 91%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a mixture of 3-methyl-salicylic acid (1.32 mol)and anhydrous potassium carbonate (3.6 mol)dissolved in 3.5 L of dry acetone in a 5L round bottle flask, dimethylsulfate (2.2 mol) was added in several times. The mixture was refluxed overnight, and the reaction was monitored by TLC. After filtration of the reaction mixture, the solvents of the filtrate were evaporated and 215 g of a pale yellow thick oil was obtained as the raw product. Yield 91%. 1H NMR (500 MHz, CDCl3, 25° C.) δ: 2.263 (s, 3H, CH3), 3.782 (s, 3H, OCH3), 3.854 (s, 3H, OCH3), 6.984 (t, J=7.5, 1H, ArH), 7.276 (d, J=7.5, 1H, ArH), 7.582 (d, J=7.5, 1H, ArH); 13C NMR (500 MHz, CDCl3, 25° C.) δ: 15.72, 51.81, 61.17, 123.26, 124.36, 128.86, 132.46, 134.88, 158.16, 166.61.

후처리

  1. additionwas added in several times
  2. temperatureThe mixture was refluxed overnight
  3. filtrationAfter filtration of the reaction mixture
  4. customthe solvents of the filtrate were evaporated

출처 및 근거

ORD 기록
ord-fcf342dbae20466ea760de9c24770926
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06406297B1

반응 노트

불러오는 중…