2-methoxymethyl-3-benzyloxy-6-methyl-pyran-4(1H)-one → 2-(1-Methoxyethyl)-3-benzyloxy-6-methyl-pyran-4(1H)-one

HRID 1249789Notes

Reaction equation

HRID 1249789 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[O:5][C:6]([CH3:19])=[CH:7][C:8](=[O:18])[C:9]=1[O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.O[CH:21](C1OC(C)=CC(=O)C=1OCC1C=CC=CC=1)C>>[CH3:1][O:2][CH:3]([C:4]1[O:5][C:6]([CH3:19])=[CH:7][C:8](=[O:18])[C:9]=1[O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH3:21]

Participants

3

Reactant 2

HCID 117473362-methoxymethyl-3-benzyloxy-6-methyl-pyran-4(1H)-oneHCID 186788062-(1-hydroxyethyl)-3-benzyloxy-6-methyl-pyran-4(1H)-one

Product 1

HCID 186788172-(1-Methoxyethyl)-3-benzyloxy-6-methyl-pyran-4(1H)-oneYield 97%

Procedure

In an analogous procedure in the preparation of 2-methoxymethyl-3-benzyloxy-6-methyl-pyran-4(1 H)-one using 2-(1-hydroxyethyl)-3-benzyloxy-6-methyl-pyran-4(1 H)-one (2.6 g, 10 mmol, 1 eq.) yielded the title compound as an orange oil (2.65 g, 97%). Further purification by column chromatography on silica gel (eluant: EtOAc) furnished the pure product as a bright yellow oil.

Sources & evidence

ORD record
ord-72c3b313e96e4a27a581f1a7011aa427
Source dataset
uspto-grants-2002_01
Patent number
US06335353B1

Reaction notes

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