Methyl Salicylate → Methyl 2-(3-iodopropoxy)-benzoate

HRID 2269895

반응식

HRID 2269895 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].C(=O)([O-])[O-].[Na+].[Na+].[I:18][CH2:19][CH2:20][CH2:21]I.C(OCC)(=O)C.CCCCCC>CC(C)=O>[I:18][CH2:19][CH2:20][CH2:21][O:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[C:1]([O:10][CH3:11])=[O:9]

참가 물질

6

반응물 4

HCID 4133Methyl SalicylateHCID 10340Sodium Carbonate2회HCID 123141,3-Diiodopropane2회HCID 21226206Ethyl acetate hexane

생성물 1

HCID 18333395Methyl 2-(3-iodopropoxy)-benzoate

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Combine methyl salicylate (5.09 g, 33.2 mmol), sodium carbonate (10.56 g, 99.67 mmol), and 1,3-diiodopropane (29.49 g, 99.67 mmol) in acetone (200 mL). Heat to reflux. After 18 hours, add sodium carbonate (10.56 g, 99.67 mmol) and continue to heat at reflux. After 18 hours, add 1,3-diiodopropane (29.49 g, 99.67 mmol) and continue to heat at reflux. After 18 hours. filter the reaction mixture and concentrate the filtrate in vacuo to give a residue. Chromatograph the residue on silica gel eluting with 1/10 ethyl acetate/hexane to give the title compound: Rf=0.29 (silica gel, 1/10 ethyl acetate/hexane).

후처리

  1. temperatureHeat to reflux
  2. temperatureto heat
  3. temperatureat reflux
  4. waitAfter 18 hours
  5. temperatureto heat
  6. temperatureat reflux
  7. waitAfter 18 hours
  8. filtrationfilter the reaction mixture
  9. concentrationconcentrate the filtrate in vacuo
  10. customto give a residue

출처 및 근거

ORD 기록
ord-f75a37c539eb41af931f147e96adde1a
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06329392B1

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