Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222784Generated: October 30, 2026

Diethyl Ether → (S)-N,N-dimethyl-3-(naphthyloxy)-3-(2-thienyl)propylamine D-tartrate

https://huagongshe.com/reaction/222784

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantN,N-dimethyl-3-(naphthyloxy)-3-(2-thienyl)propylamine D-tartrateHCID 86625060—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product(S)-N,N-dimethyl-3-(naphthyloxy)-3-(2-thienyl)propylamine D-tartrateHCID 86625059—

Reaction Steps

(RS)—N,N-dimethyl-3-(naphthyloxy)-3-(2-thienyl)propylamine/D-tartrate (773 g, 1 mole) is dissolved in THF (1500 ml) with an addition of water (40 ml) under reflux. After gradual cooling down to ambient temperature, diethylether (300 ml) is added drop-wise to the mixture over 6 hours. The precipitated crystals are sucked off and washed with THF. Yield: 232 g (30%). Optical purity: 93% ee (CE).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207356B2
Source datasetuspto-grants-2012_06
ORD IDord-8f7cb7c491fc4494af2f34a9d913dde2
Source noteuspto-grants-2012_06