Dimethyl Sulfate → Methyl 3-methoxy-2-o-tolylacrylate

HRID 1484501

반응식

HRID 1484501 반응식
[OH:1][CH:2]=[C:3]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH3:14])[C:4]([O:6][CH3:7])=[O:5].[C:15](=O)([O-])[O-].[K+].[K+].S(OC)(OC)(=O)=O>COCCOC>[CH3:15][O:1][CH:2]=[C:3]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH3:14])[C:4]([O:6][CH3:7])=[O:5]

참가 물질

5

반응물 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 67027340Methyl 2-(2-methyl phenyl)-3-hydroxy-2-propenoate

생성물 1

HCID 435882Methyl 3-methoxy-2-o-tolylacrylate수율 97%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

To a flask (1000 mL), 48 g of methyl 3-hydroxy-2-o-tolylacrylate, 54.4 g of potassium carbonate, and 500 mL of ethylene glycol dimethyl ether were added. The mixture was stirred at room temperature for an hour, and then 36 mL of dimethyl sulfate was added. The mixture was allowed to react for between 6 and 8 hrs with stiffing at room temperature. The reaction was monitored with thin layer chromatography (TLC) until the reactants were basically consumed. Subsequently, the mixture was filtered, the solvent was removed by vacuum distillation, the residue was washed with water (1000 mL), extracted with ethyl acetate (2×300 mL), dried with anhydrous sodium sulfate and concentrated under reduced pressure to yield a light yellow oily product with a yield of 97%.

후처리

  1. customto react for between 6 and 8 hrs
  2. customwith stiffing at room temperature
  3. customwere basically consumed
  4. filtrationSubsequently, the mixture was filtered
  5. customthe solvent was removed by vacuum distillation
  6. washthe residue was washed with water (1000 mL)
  7. extractionextracted with ethyl acetate (2×300 mL)
  8. dry with materialdried with anhydrous sodium sulfate
  9. concentrationconcentrated under reduced pressure
  10. customto yield a light yellow oily product with a yield of 97%

출처 및 근거

ORD 기록
ord-7e8ef89dfa0b4da2a461837a171011fd
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09422254B2

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