3-(benzyloxy)-4H-pyran-4-one synthesis

6synthesis methods

Product Name:3-(benzyloxy)-4H-pyran-4-one
CAS Number:61049-67-0
Molecular formula:C12H10O3
Molecular Weight:202.21

1219-33-6 Synthesis

5-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid

1219-33-6
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$72.00/100mg

61049-67-0
42 suppliers
$34.00/100mg

Yield: 70%

Reaction Conditions:

in 1-methyl-pyrrolidin-2-one for 4 h;Reflux;

Steps:

11 3-Benzyloxy-4H-pyran-4-one (14b)
5-Benzyloxy-4-oxo-4H-pyran-2-carboxylic acid (13b) (15.87 g, 64.5 mmol) and 1-methyl-2- pyrrolidinone (160 mL) were refluxed for 4 h.
Then the solvent was removed azeotropically with N,N-dimethylformamide (160 mL) in high vacuum.
The residue was extracted into dichloromethane and washed with 5% aqueous sodium hydroxide (3 * 90 mL).
The organic layer was dried over Na₂SO₄, concentrated and recrystallized from toluene to give a pale yellow solid (14b) (9.07 g, 70%).

References:

Xie, Yuan-Yuan;Lu, Zidong;Kong, Xiao-Le;Zhou, Tao;Bansal, Sukhi;Hider, Robert [European Journal of Medicinal Chemistry,2016,vol. 115,p. 132 - 140]