Benzyl Bromide → 2-(1-hydroxyethyl)-3-benzyloxy-pyran-4(1H)-one
Reaction equation
[OH:1][CH2:2][C:3]1[O:4][C:5](C)=[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=CC(=O)C=1O)C.C(Br)C1C=CC=CC=1>>[OH:1][CH:2]([C:3]1[O:4][CH:5]=[CH:6][C:7](=[O:17])[C:8]=1[O:9][CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=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 4.68 g (30 mmol, 1 eq.) of 2-(1-hydroxyethyl)-3-hydroxy-pyran-4(1H)-one and 5.64 g benzyl bromide (33 mmol, 1.1 eq.) to yield the pure product 6.1 g (82%) after recrystallisation from CH2Cl2/Pet. ether 40/60, as a white crystalline solid. m.p. 97-100° C.
Sources & evidence
- ORD record
- ord-b482de2dc8c94757baa8dec4c0d6bbaa
- Source dataset
- uspto-grants-2002_01
- Patent number
- US06335353B1
Reaction notes
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