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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1460477Generated: October 31, 2026

(-)-Mandelic acid → (S)-5,11-Dihydro-5-[1-(4-methoxyphenethyl)-2-pyrrolidinylmethyl]dibenzo[b,e][1,4]thiazepine (R)-mandelate

https://huagongshe.com/reaction/1460477

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(-)-Mandelic acidHCID 11914—
Reactant(S)-5,11-Dihydro-5-[1-(4-methoxyphenethyl)-2-pyrrolidinylmethyl]dibenzo[b,e][1,4]thiazepineHCID 9824029—
SolventDichloromethaneHCID 6344—
Product(S)-5,11-Dihydro-5-[1-(4-methoxyphenethyl)-2-pyrrolidinylmethyl]dibenzo[b,e][1,4]thiazepine (R)-mandelateHCID 13171709283%

Reaction Steps

A solution of (R)-mandelic acid (88 mg) and (S)-5,11-dihydro-5-[1-(4-methoxyphenethyl)-2-pyrrolidinylmethyl]dibenzo[b,e][1,4]thiazepine (see Examples 1 and 6) (250 mg) in dichloromethane (10 ml) was stirred at room temperature for 16 hours and evaporated under reduced pressure. The residue was triturated with ether and the resulting solid collected, dried and recrystallised from ethyl acetate/hexane to give the title compound as colourless crystals, (250 mg, 83%), m.p. 151°-153° C., [α]58925 -70.4° (c=0.575 in ethanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05071844
Source datasetuspto-grants-1991_12
ORD IDord-439af09006414e7db27e9e5dabc8d6d9
Source noteuspto-grants-1991_12