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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1944517Generated: November 2, 2026

Methyl Nicotinate → HCID 60114309, compound

https://huagongshe.com/reaction/1944517

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl NicotinateHCID 7151—
ReactantPhenyl chloroformateHCID 15891—
ReactantHCID 178445865HCID 178445865—
SolventTetrahydrofuranHCID 8028—
ProductHCID 60114309HCID 60114309—

Reaction Steps

Phenylchloroformate (1.83 mL, 14.6 mmol) was added dropwise to a solution of Nicotinic acid methyl ester (2.0 g, 14.6 mmol) in tetrahydrofuran (30 mL) at −20° C., and stirred for ten minutes. A solution of pentylmagnesium bromide (2 M in diethyl ether, 7.3 mL, 14.6 mmol) was added dropwise to the solution and stirred for 30 min at −20° C. The resulting solution was washed successively with saturated aqueous ammonium chloride and brine. The solution was dried over sodium sulfate, and the solvent was evaporated in vacuo to give the product mixed with another isomer. The crude mixture was used without purification in the subsequent step. MS: m/z 330 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394828B2
Source datasetuspto-grants-2013_03
ORD IDord-a8bd79b0eb304f3d9259b3015e28538a
Source noteuspto-grants-2013_03