Reaction equation
[CH3:1][O:2][C:3]1[CH2:4][CH2:5][O:6][CH2:7][CH:8]=1.ClC1C=CC=C([C:16](OO)=[O:17])C=1.C[OH:21]>>[CH3:1][O:2][C:3]1([O:17][CH3:16])[CH2:4][CH2:5][O:6][CH2:7][CH:8]1[OH:21]Participants
4
Procedure
To a solution of 4-methoxy-3,6-dihydro-2H-pyran (5.00 g, 43.8 mmol) in methanol (100 mL) at 0° C. was dropwise added a solution of m-chloroperbenzoic acid (15.1 g, 87.6 mmol) in methanol (15 mL). After being stirred for 5 h, methanol was removed in vacuo and the white residue was dissolved in methylene chloride (300 mL). To the solution was added K2CO3. The resulting solution was stirred for 1 h and filtered through celite. The filtrate was evaporated in vacuo to provide the desired product which was used directly for the next reaction without purification.
Workup
- custommethanol was removed in vacuo
- dissolutionthe white residue was dissolved in methylene chloride (300 mL)
- additionTo the solution was added K2CO3
- stirringThe resulting solution was stirred for 1 h
- filtrationfiltered through celite
- customThe filtrate was evaporated in vacuo
Sources & evidence
- ORD record
- ord-2c745b4e9ef04c778705040fece993af
- Source dataset
- uspto-grants-2013_10
- Patent number
- US08563582B2
Linked notes
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