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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1531939Generated: October 26, 2026

Triethylamine → METHYL 3-(HYDROXYMETHYL)-5-NITROBENZOATE

https://huagongshe.com/reaction/1531939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethyl 3-(chlorocarbonyl)-5-nitrobenzoateHCID 74774—
ReactantSodium borohydrideHCID 4311764—
Solvent1,4-DioxaneHCID 31275—
ProductMETHYL 3-(HYDROXYMETHYL)-5-NITROBENZOATEHCID 10703703—

Reaction Steps

A stirred solution of the product from step (i) (46.54 g) and sodium borohydride (13.01 g) in 1,4-dioxane (200 ml) was heated at reflux for 17 hours. The mixture was cooled and treated with triethylamine (27.9 ml), poured onto ice-water and extracted with ethyl acetate. The combined extracts were dried (MgSO4) and evaporated. The product was recrystallised from isohexane. Yield 19.38 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06200981B1
Source datasetuspto-grants-2001_03
ORD IDord-8ae2dc45fa73405cbbda1d2570d69ebf
Source noteuspto-grants-2001_03