HuagongsheHuagongshe Chemistry Print Report · For research reference only
(-)-Mandelic acid → (S)-5,11-Dihydro-5-[1-(4-methoxyphenethyl)-2-pyrrolidinylmethyl]dibenzo[b,e][1,4]thiazepine (R)-mandelate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (-)-Mandelic acid | HCID 11914 | — |
| Reactant | (S)-5,11-Dihydro-5-[1-(4-methoxyphenethyl)-2-pyrrolidinylmethyl]dibenzo[b,e][1,4]thiazepine | HCID 9824029 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-5,11-Dihydro-5-[1-(4-methoxyphenethyl)-2-pyrrolidinylmethyl]dibenzo[b,e][1,4]thiazepine (R)-mandelate | HCID 131717092 | 83% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05071844 |
| Source dataset | uspto-grants-1991_12 |
| ORD ID | ord-439af09006414e7db27e9e5dabc8d6d9 |
| Source note | uspto-grants-1991_12 |