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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120682Generated: October 27, 2026

Tetrahydrofuran → 9-Benzyloxy-1-(2-methyl-pyrimidin-5-yl)-non-1-en-4-one

https://huagongshe.com/reaction/2120682

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Methylpyrimidine-5-carbaldehydeHCID 3160970—
Reactant(7-Benzyloxy-2-oxo-heptyl)-phosphonic acid dimethyl esterHCID 58765522—
SolventEthyl AcetateHCID 8857—
Product9-Benzyloxy-1-(2-methyl-pyrimidin-5-yl)-non-1-en-4-oneHCID 69666598100%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 11-2 (4.4 g, 13.8 mmol), 2-methyl-pyrimidine-5-carbaldehyde (1.5 g, 12.5 mmol; for preparation, see J. Heterocyclic Chem., 28, 1281 (1991)) potassium carbonate (3.1 g, 25 mmol) and THF (200 mL) was heated at 60° C. for 3 hours. Following cooling, the mixture was diluted with ethyl acetate, washed with sat. NaHCO3 and brine, and dried over magnesium sulfate. Evaporation of the solvents gave 4.0 g (100%) of 11-3 as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06693101B2
Source datasetuspto-grants-2004_02
ORD IDord-3b35373817a640278191f1599c17c0c2
Source noteuspto-grants-2004_02