Benzyl Bromide → 2-(1-hydroxyethyl)-3-benzyloxy-6-methyl-pyran-4(1H)-one
Reaction equation
[OH:1][CH:2]([C:4]1[O:5][C:6]([CH3:12])=[CH:7][C:8](=[O:11])[C:9]=1[OH:10])[CH3:3].[CH2:13](Br)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[OH:1][CH:2]([C:4]1[O:5][C:6]([CH3:12])=[CH:7][C:8](=[O:11])[C:9]=1[O:10][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH3:3]Participants
3
Procedure
The title compound was prepared by the method outlined for 2-hydroxymethyl-3-benzyloxy-6-methyl-pyran-4(1 )-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-03c81992b7c34864bcbec08e7ede1f9c
- Source dataset
- uspto-grants-2003_01
- Patent number
- US06506911B2
Reaction notes
Loading…