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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 324950Generated: October 25, 2026

Sec-Butylamine → (-)-Norfenfluramine

https://huagongshe.com/reaction/324950

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSec-ButylamineHCID 24874—
Reactant1-(alpha,alpha,alpha-Trifluoro-m-tolyl)acetoneHCID 89101—
ReactantTromethamine hydrochlorideHCID 93573—
ReactantOleic AcidHCID 445639—
Reactant1-Phenethylamine, (+)-HCID 643189—
Product(-)-NorfenfluramineHCID 1289572865%

Reaction Steps

The Arthrobacter species KNK168 strain was subjected to shaking culture in the same manner as in Example 6 using (RS)-1-methylpropylamine as an enzyme inducer. The cells harvested from one liter of the culture were suspended in one liter of a 0.1 M Tris-hydrochloric acid buffer (pH 8.5), and 30 g of 1-(3-trifluoromethylphenyl)-2-propanone, 18 g of (R)-1-phenylethylamine, and 44 g of oleic acid were added thereto. The components were reacted at 30° C. for 40 hours with stirring. After the reaction, the resulting mixture was subjected to extraction and distillation in the same manner as in Example 6, to give 19.5 g of (R)-1-(3-trifluoromethylphenyl)-2-aminopropane. The optical purity was 100% ee, and the yield was 65%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06221638B1
Source datasetuspto-grants-2001_04
ORD IDord-b8b56f1b78ef4928b9d5c9f39f3c5036
Source noteuspto-grants-2001_04