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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 867228Generated: October 31, 2026

Acetic Acid → HCID 70447662, compound

https://huagongshe.com/reaction/867228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantBorohydrideHCID 28123—
ReactantSodium borohydrideHCID 4311764—
ReactantMethyl 3-t-butoxycarbonylamino-4-oxoazetidine-2-carboxylateHCID 12762152—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 70447662HCID 7044766250.8%

Reaction Steps

A solution of 2.0 g (8.2 mmole) of methyl 3-t-butoxycarbonylamino-4-oxoazetidine-2-carboxylate in 20 ml of tetrahydrofuran is cooled in ice and a solution of 0.75 g (20 mmole) of sodium borohydride in 10 ml of water is added. The mixture is stirred 20 min at 0° and then 1.5 hr. at room temperature. Acetic acid is added dropwise to decompose the excess borohydride and the mixture is concentrated in vacuum. The residue is diluted with brine and extracted with ethyl acetate. The organic phase is washed with brine and 5% NaHCO3 ; dried over magnesium sulfate and evaporated to dryness to give 0.9 g (50%) of the title product as white crystals, mp 128°-131°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04103086
Source datasetuspto-grants-1978_07
ORD IDord-38e87de842f54aa58771ae8bdd8ef3ac
Source noteuspto-grants-1978_07