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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1290167Generated: October 28, 2026

Sodium borohydride → 3,5-dichloro-4-hydroxymethyl-N-methylaniline

https://huagongshe.com/reaction/1290167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 18923365HCID 18923365—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product3,5-dichloro-4-hydroxymethyl-N-methylanilineHCID 18923548100.7%

Reaction Steps

To a solution of 3,5-dichloro-4-formyl-N-methylaniline (242 mg) in methanol (3 ml) and tetrahydrofuran (3 ml) was added sodium borohydride (45 mg) and the mixture was stirred for 30 minutes at ambient temperature. The reaction mixture was quenched with aqueous saturated ammonium chloride solution and ethyl acetate was added thereto. The separated organic layer was washed with aqueous saturated ammonium chloride solution, dried and concentrated in vacuo to give 3,5-dichloro-4-hydroxymethyl-N-methylaniline (246 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05750699
Source datasetuspto-grants-1998_05
ORD IDord-af329abe7e2f445ba79cfc209a513b35
Source noteuspto-grants-1998_05