Tetrahydrofuran → 3-(3-Propoxyphenyl)propyl methanesulfonate
Reaction equation
[CH2:1]([O:4][C:5]1[CH:6]=[C:7]([CH2:11][CH2:12][CH2:13][OH:14])[CH:8]=[CH:9][CH:10]=1)[CH2:2][CH3:3].C1COCC1.C(N(CC)CC)C.[CH3:27][S:28](Cl)(=[O:30])=[O:29]>C(OCC)(=O)C>[CH3:27][S:28]([O:14][CH2:13][CH2:12][CH2:11][C:7]1[CH:8]=[CH:9][CH:10]=[C:5]([O:4][CH2:1][CH2:2][CH3:3])[CH:6]=1)(=[O:30])=[O:29]Participants
6
Conditions
- Temperature
- 0 °C
Procedure
To a mixture of 3-(3-propoxyphenyl)-1-propanol (731 mg) and THF (20 ml) were added at 0° C. triethylamine (1.57 ml) and methanesulfonyl chloride (0.44 ml). The resulting mixture was stirred at 0° C. for 20 minutes and at room temperature for 0.5 hour. The reaction mixture was diluted with ethyl acetate and was washed respectively with water and an aqueous saturated solution of sodium chloride, and the organic layer was dried with anhydrous magnesium sulfate. The resulting organic layer was evaporated under reduced pressure to remove the solvent to obtain 3-(3-propoxyphenyl)propyl methanesulfonate (1.10 g) as a colorless oil.
Workup
- washwas washed respectively with water
- dry with materialan aqueous saturated solution of sodium chloride, and the organic layer was dried with anhydrous magnesium sulfate
- customThe resulting organic layer was evaporated under reduced pressure
- customto remove the solvent
Sources & evidence
- ORD record
- ord-3a78e093746046f7b3f235eb7c53909c
- Source dataset
- uspto-grants-2003_09
- Patent number
- US06627651B1
Reaction notes
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