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Methyl Salicylate → Methyl 2-(2,2,2-trifluoroethoxy)benzoate

HRID 1973185
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HRID 1973185 반응식
[C:1]([O:10][CH3:11])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].FC(F)(F)S(O[CH2:18][C:19]([F:22])([F:21])[F:20])(=O)=O.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[F:20][C:19]([F:22])([F:21])[CH2:18][O:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[C:1]([O:10][CH3:11])=[O:9]
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참가 물질

5

반응물 3

HCID 4133Methyl SalicylateHCID 11430Potassium CarbonateHCID 803662,2,2-Trifluoroethyl trifluoromethanesulfonate

생성물 1

HCID 19622905Methyl 2-(2,2,2-trifluoroethoxy)benzoate

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of methyl salicylate (6.4 ml., 7.6 g., 0.05 mole), 2,2,2-trifluoroethyl trifluoromethanesulfonate (13.9 g., 0.06 mole), anhydrous potassium carbonate (13.8 g., 0.1 mole) and acetone (150 ml.) is heated under reflux with efficient stirring for three days. The product is filtered and the filtrate is concentrated to a small volume. It is diluted with cold water and the resulting precipitate is collected and washed successively with cold dilute sodium hydroxide solution and water. The desired material is recrystallized then from aqueous ethanol to afford white solid, m.p. 61-62.

후처리

  1. temperatureis heated
  2. temperatureunder reflux
  3. filtrationThe product is filtered
  4. concentrationthe filtrate is concentrated to a small volume
  5. additionIt is diluted with cold water
  6. customthe resulting precipitate is collected
  7. washwashed successively with cold dilute sodium hydroxide solution and water
  8. customThe desired material is recrystallized
  9. customfrom aqueous ethanol to afford white solid, m.p. 61-62

출처 및 근거

ORD 기록
ord-ce3af38a9ec54bc6bef429f0e4ade96f
출처 데이터셋
uspto-grants-1976_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03996280

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