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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656689Generated: October 30, 2026

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

https://huagongshe.com/reaction/656689

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 numberUS08071791B2
Source datasetuspto-grants-2011_12
ORD IDord-ff559a1ba32e45709c5aa706542e7b43
Source noteuspto-grants-2011_12