HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloride → HCID 19935430, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloride | HCID 312 | — |
| Reactant | Thiophenol | HCID 7969 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Bromo-3-chloro-2-methylpropane | HCID 95566 | — |
| Reactant | Potassium cyanide 18-crown-6 | HCID 11056577 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 19935430 | HCID 19935430 | — |
Reaction Steps
Thiophenol was alkylated with 1-bromo-3-chloro-2-methylpropane in the presence of potassium carbonate (K2CO3) in acetone. The resulting primary chloride was lengthened by one carbon atom using KCN/18 -crown-6 in acetonitrile. Basic hydrolysis, ring closure with polyphosphoric acid in analogy to Example 17(C) and Wolf-Kishner reduction according to Example 17(D) finally gave the required 2,3,4,5-tetrahydro-3-methyl-1-benzothiepine as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05164387 |
| Source dataset | uspto-grants-1992_11 |
| ORD ID | ord-7473d89f6a394423860363615c1a1997 |
| Source note | uspto-grants-1992_11 |