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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2219331Generated: October 29, 2026

Acetic Acid → HCID 23725964, compound

https://huagongshe.com/reaction/2219331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantBenzyl BromideHCID 7498—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178434980HCID 178434980—
SolventDimethylformamideHCID 6228—
ProductHCID 23725964HCID 2372596463.4%

Reaction Steps

A solution of 4-(1H-imidazol-4-yl)-5-methyl-3-phenyl-isoxazole (100 mg, 0.44 mmol) in DMF (2 mL) was added over 10 min to a suspension of NaH (20 mg, 0.47 mmol) in DMF (1 mL) at room temperature and after 30 min benzyl bromide (83.5 mg, 0.49 mmol) was added. After 2 h at room temperature, the mixture was poured into aqueous acetic acid (10%) and extracted with ethyl acetate. The organic extracts were then washed with water and brine, and then dried over sodium sulphate and evaporated. Purification by chromatography (SiO2, heptane:ethyl acetate=1:1) afforded the title compound (88 mg, 63%) which was obtained as a colourless gum. MS: m/e=316.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07414061B2
Source datasetuspto-grants-2008_08
ORD IDord-ca360e57e5984c58be38026382908c0c
Source noteuspto-grants-2008_08