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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1276011Generated: November 2, 2026

Ethyl valerate → Acetophenone

https://huagongshe.com/reaction/1276011

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl valerateHCID 10882—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
ReactantSodium;3-phenylprop-2-enoateHCID 517350—
ProductAcetophenoneHCID 7410—

Reaction Steps

A total of 9 Fernbach flasks, each containing 500 ml. broth, were sterilized for 30 minutes at 121° C. After cooling to room temperature, 5.0 ml. of sterile 50% dextrose solution and 5.0 ml of the 24 hour grown inoculum were added to each flask. The flasks were incubated at 30° C. at 100 rpm for 24 hours. Sterile 10% sodium cinnamate, pH 7.0, was added to each flask as follows, 5 g/l at 24 hours, 9 g/l at 48 hours, and 6 g/l at 72 hours. Samples of broth were analyzed periodically, by GC using ethyl pentanoate as an internal standard. After 44 hours of incubation, all the flasks were combined and product was extracted 3 times with ethyl acetate (approximately 1/2 volume each time). The combined extracts were washed 2 times with 100 ml. saturated NaHCO3 each time, followed by 2 times 100 ml saturated NaCl washes. The solvent was removed under vacuum and the crude extract was fractionally distilled to recover product. A yield of 2.7 g/L having a purity of 99.4% was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06165517
Source datasetuspto-grants-2000_12
ORD IDord-60e5e93b25dc4032ae5382e1114e995f
Source noteuspto-grants-2000_12