2-(tetrahydro-2H-pyran-2-yloxy)-tetrahydro-2H-pyran synthesis
- Product Name:2-(tetrahydro-2H-pyran-2-yloxy)-tetrahydro-2H-pyran
- CAS Number:709-84-2
- Molecular formula:C10H18O3
- Molecular Weight:186.25
Yield:709-84-2 86%
Reaction Conditions:
with acetic acid in tetrahydrofuran;water;
Steps:
7-Hydroxy-3-carbethoxy-3,4-dihydro-1-methyl-2-quinolone (16)
The reaction was stirred at -78° C. for five minutes, then a solution of 0.12 mL of diethyl carbonate in 0.5 mL of THF was added, dropwise over ten minutes via syringe. After three additional minutes, the second solution of lithium isopropylcyclohexylamide was added followed by an additional 0.12 mL of diethyl carbonate. After 20 minutes at -78° C., the reaction was allowed to warm to room temperature and stir for ten minutes following which it was neutralized with 0.2 mL of acetic acid in 2 mL of H2 O. The reaction was partitioned between 100 mL of H2 O and 35 mL of ether. The ether phase was separated, dried, filtered, evaporated, and the residue dried under high vacuum to give a yellow oil. It was chromatographed on 60 g of silica gel eluding with 29:1 [v/v] CH2 Cl2:EtOH. Nine mL fractions were collected. Fractions 29-51 were combined and evaporated to give 548 mg (86% yield) of the ester (15) as a clear pale-yellow oil.
References:
US4558130,1985,A
110-87-2
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709-84-2
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110-87-2
531 suppliers
$10.00/1g
709-84-2
4 suppliers
inquiry
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