Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1386949Generated: October 29, 2026

Sodium Carbonate → HCID 69829839, compound

https://huagongshe.com/reaction/1386949

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPyrrolidineHCID 31268—
ReactantMethyl 3-(bromomethyl)benzoateHCID 517981—
ReactantIsopropanol hydrochlorideHCID 21912024—
SolventTolueneHCID 1140—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
ProductHCID 69829839HCID 6982983964%

Reaction Steps

A solution of methyl-3-(bromomethyl)benzoate (7 g, 30.5 mmol) in toluene (170 ml) was heated with pyrrolidine (4.5 g, 64.1 mmol, 2.1 eq.) for at 80° C. for 17 hrs. After addition of Na2CO3, and extraction of the aqueous phase with EtOAc, the organic phase was washed with brine and dried with Na2SO4 Solvent evaporation then afforded the crude product as a yellow oil. This material was dissolved in MeCN and a slight excess of 6N HCl/iPrOH added. After stirring for 30 min. the hydrochloride salt was filtered off and washed with ether to afford the title compound (5 g, 19.5 mmol, 64% yield) as a white solid. MS: m/e=219 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06265426B1
Source datasetuspto-grants-2001_07
ORD IDord-ac3fb33572554dd092fdc9825177bc9a
Source noteuspto-grants-2001_07