3-(benzyloxy)-4H-pyran-4-one synthesis
- Product Name:3-(benzyloxy)-4H-pyran-4-one
- CAS Number:61049-67-0
- Molecular formula:C12H10O3
- Molecular Weight:202.21
1219-33-6
61049-67-0
General procedure for the synthesis of 3-(benzyloxy)-4H-pyran-4-one from 5-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid: 5-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid (13b) (15.87 g, 64.5 mmol) was mixed with 1-methyl-2-pyrrolidinone (160 mL) and heated and refluxed for 4 hours. After completion of the reaction, the solvent was removed by azeotropy with N,N-dimethylformamide (160 mL) under high vacuum. The residue was dissolved in dichloromethane and washed with 5% aqueous sodium hydroxide (3 x 90 mL). The organic layer was dried over anhydrous sodium sulfate, concentrated, and recrystallized from toluene to give the light yellow solid product 3-(benzyloxy)-4H-pyran-4-one (14b) (9.07 g, 70% yield).
1219-33-6
56 suppliers
$72.00/100mg
61049-67-0
43 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]
496-63-9
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100-39-0
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61049-67-0
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$34.00/100mg
501-30-4
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$5.00/25mg
61049-67-0
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$34.00/100mg
15771-06-9
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61049-67-0
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$34.00/100mg
100-44-7
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$13.50/250G
61049-67-0
43 suppliers
$34.00/100mg