Benzyl Bromide → 2-(1-hydroxyethyl)-3-benzyloxy-6-methyl-pyran-4(1H)-one
Reaction equation
[OH:1][CH2:2][C:3]1[O:4][C:5]([CH3:18])=[CH:6][C:7](=[O:17])[C:8]=1[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.O[CH:20](C1OC(C)=CC(=O)C=1O)C.C(Br)C1C=CC=CC=1>>[OH:1][CH:2]([C:3]1[O:4][C:5]([CH3:18])=[CH:6][C:7](=[O:17])[C:8]=1[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH3:20]Participants
4
Procedure
The title compound was prepared by the method outlined for 2-hydroxymethyl-3-benzyloxy-6-methyl-pyran-4(1H)-one, using 8.5 g (50 mmol, 1 eq.) of 2-(1-hydroxyethyl)-3-hydroxy-6-methyl-pyran-4(1H)-one and 9.5 g benzyl bromide (55 mmol, 1.1 eq.) to yield the pure product 10.1 g (77.7%) after recrystallisation from CH2Cl2/Pet. ether 40/60, as a white crystalline solid. m.p 91-92° C.
Sources & evidence
- ORD record
- ord-5f524b77703e415aaa9d364968c6bc75
- Source dataset
- uspto-grants-2002_01
- Patent number
- US06335353B1
Reaction notes
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