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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1899985Generated: October 30, 2026

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

https://huagongshe.com/reaction/1899985

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 numberUS05574042
Source datasetuspto-grants-1996_11
ORD IDord-c8dfb09752d14245ace2dc75f4a9f130
Source noteuspto-grants-1996_11