Hydrochloric Acid → 5-{[(Oxan-2-yl)oxy]methyl}pyrrolidin-2-one
Reaction equation
[OH:1][CH2:2][CH:3]1[NH:7][C:6](=[O:8])[CH2:5][CH2:4]1.Cl.[O:10]1[CH:15]=[CH:14][CH2:13][CH2:12][CH2:11]1>>[O:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH:11]1[O:1][CH2:2][CH:3]1[NH:7][C:6](=[O:8])[CH2:5][CH2:4]1Participants
4
Procedure
A 5 g quantity of 5-hydroxymethyl-2-pyrrolidinone [Journal of Organic Chemistry, 45, 816 (1980)] was dissolved in 10 ml of dihydropyran, 0.1 ml of concentrated hydrochloric acid was added to the solution, and the mixture was stirred at room temperature for 4 hours. Excessive dihydropyran was distilled off in a vacuum, and the residue was subjected to silica gel column chromatography to obtain an eluate of benzene/ethyl acetate=9/1, which gave 7.9 g of 5-(2-tetrahydropyranoxy)methyl-2-pyrrolidinone (yield 90%).
Workup
- distillationExcessive dihydropyran was distilled off in a vacuum
- customto obtain an eluate of benzene/ethyl acetate=9/1, which
Sources & evidence
- ORD record
- ord-ee0043ce5f5c4a7787599cef93630b84
- Source dataset
- uspto-grants-1993_07
- Patent number
- US05229402
Reaction notes
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