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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2224213Generated: November 1, 2026

Isobutyl chloroformate → HCID 59716773, compound

https://huagongshe.com/reaction/2224213

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsobutyl chloroformateHCID 62365—
Reactant2-Bromo-4-methylpentanoic acidHCID 142681—
ReactantCodeineHCID 5284371—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59716773HCID 5971677378%

Reaction Steps

To the solution of DL-alpha-bromoisocaproic acid in THF (4 ml) was added N-methylmorphine (0.18 ml, 1.63 mmol), followed by dropwise addition of isobutylchloroformate (0.15 ml, 1.16 mmol). A white solid precipitate was formed. After stirring at RT for 1.5 h, the white solid was filtered. Methylamine (1 ml, 2N in THF) was added to the filtrate. The reaction mixture was concentrated after 0.5 hour. The resultant crude material was diluted with ethyl acetate and washed with water. The organic layer was dried over Na2SO4 and concentrated to give the title compound, 2-bromo-N,4-dimethylpentanamide, (0.18 g, 78%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07378418B2
Source datasetuspto-grants-2008_05
ORD IDord-7f0e9848cb214d2e823a629336443f30
Source noteuspto-grants-2008_05