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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1981352Generated: October 25, 2026

3-Hydroxybenzaldehyde → 3-{3-[(Thiomorpholin-4-yl)methyl]phenoxy}propan-1-amine

https://huagongshe.com/reaction/1981352

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-HydroxybenzaldehydeHCID 101—
ReactantSodium hydrideHCID 24758—
ReactantThiomorpholineHCID 67164—
ReactantPhenol, 3-(4-thiomorpholinylmethyl)-HCID 763337—
ReactantSodium borohydrideHCID 4311764—
Reactant1-Propanamine, 3-chloro-, hydrochlorideHCID 11469095—
Product3-{3-[(Thiomorpholin-4-yl)methyl]phenoxy}propan-1-amineHCID 20151506—

Reaction Steps

By operating as described hereinabove, by reacting 0.2 mol of 3-hydroxybenzaldehyde with 0.4 mol of thiomorpholine in the presence of 0.2 mol of sodium borohydride (as in PREPARATION 1(a) 3-thiomorpholinomethylphenol is obtained, which, treated with an excess of 3-chloropropylamine hydrochloride in the presence of sodium hydride (as in PREPARATION 1(b), gives 3-(3-thiomorpholinomethylphenoxy)propylamine, in the form of an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04514408
Source datasetuspto-grants-1985_04
ORD IDord-56be3c1587b541558e18dc19dd2b92a3
Source noteuspto-grants-1985_04