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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1264081Generated: October 26, 2026

Hydrochloric Acid → 3-Methoxy-4-(1-pyrrolidinyl)methylbenzoic acid hydrochloride

https://huagongshe.com/reaction/1264081

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantPyrrolidineHCID 31268—
ReactantBenzoic acid, 3-methoxy-4-methyl-, methyl esterHCID 591123—
ReactantMethyl 3-methoxy-4-(pyrrolidin-1-ylmethyl)benzoateHCID 10824510—
SolventEthanolHCID 702—
Product3-Methoxy-4-(1-pyrrolidinyl)methylbenzoic acid hydrochlorideHCID 6969190499%

Reaction Steps

Methyl 3-methoxy-4-[(1-pyrrolidinyl)methyl]benzoate (prepared by bromination of methyl 3-methoxy-4-methyl-benzoate by the procedure of Example 1, Part A, followed by treatment with pyrrolidine) (11.56 g, 46.4 mmol), was combined with sodium hydroxide (3.71 g 92.7 mmol, 2.00 eq.) in absolute ethanol (95 mL). After 72 h, the reaction mixture was made acidic to pH 1 by the addition of conc. HCl. The solvent was removed under reduced pressure to give the corresponding acid hydrochloride as a white solid (17.92 g, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06541499B1
Source datasetuspto-grants-2003_04
ORD IDord-a8bd671062a94d42a939da29d742ee94
Source noteuspto-grants-2003_04