HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Mercaptoethanol → 1,2,3,6-Tetrahydro-4-phenylpyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Mercaptoethanol | HCID 1567 | — |
| Reactant | Gramine | HCID 6890 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | Ethanol, 2-[(1H-indol-3-ylmethyl)thio]- | HCID 12272369 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1,2,3,6-Tetrahydro-4-phenylpyridine | HCID 82553 | — |
| Product | HCID 13314328 | HCID 13314328 | — |
| Product | HCID 20231223 | HCID 20231223 | — |
Reaction Steps
A solution of 2.26 g of 3-(4-chloro-2-thiabutyl)indole [or 2.70 g of 3-(4-bromo-2-thiabutyl)indole which may be obtained by reaction of gramine with 2-mercaptoethanol to give 3-(4-hydroxy-2-thiabutyl)indole and subsequent reaction with SOCl2 or PBr3 ] and 1.6 g of 4-phenyl-1,2,3,6-tetrahydropyridine in 10 ml of acetonitrile is stirred at 20° C. for 12 hours, worked up as usual and 3-[4-(4-phenyl-1,2,3,6-tetrahydropyridyl)-2-thiabutyl]indole ("P") of m.p. 109° is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04617309 |
| Source dataset | uspto-grants-1986_10 |
| ORD ID | ord-39ab19a8e0fe482ab58786d25b174da3 |
| Source note | uspto-grants-1986_10 |