Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1614273Generated: October 27, 2026

Sodium cyanoborohydride → 5-Acetylamino-2-(1-phenylethylamino)-tetraline

https://huagongshe.com/reaction/1614273

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant(R)-1-phenylethylamine hydrochlorideHCID 12236043—
Reactant5-Acetylamino-2-tetraloneHCID 14836456—
SolventMethanolHCID 887—
Product5-Acetylamino-2-(1-phenylethylamino)-tetralineHCID 14836573—

Reaction Steps

Starting from 16.24 g (0.08 mol) of 5-acetylamino-2-tetralone, 240 ml of methanol, 19.0 g (0.12 mol) of (R)-1-phenylethylamine-hydrochloride and 6.0 g (0.096 mol) of sodium cyanoborohydride, the title compound is obtained analogously to Example 4.1.11 and is crystallised from 75 ml of toluene. Yield 18.5 g (74.9% of theory), melting point 158° C. It consists of approximately equal parts of the (R/R)- and (S/R)-diastereoisomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05196454
Source datasetuspto-grants-1993_03
ORD IDord-144797a8ca3f40acb26de6f610413971
Source noteuspto-grants-1993_03