HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Dibromopropane → 5-(3-Bromopropoxy)-1,2,3,4-tetrahydronaphthalene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Dibromopropane | HCID 8001 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5,6,7,8-Tetrahydro-1-naphthol | HCID 68258 | — |
| Catalyst | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-(3-Bromopropoxy)-1,2,3,4-tetrahydronaphthalene | HCID 14405947 | 66.5% |
Reaction Steps
The title compound was prepared according to the procedure of Example 7 using 5,6,7,8-tetrahydronaphthalene-1-ol (10 g, 0.067 mol) in methylene chloride (100 ml), sodium hydroxide (5.5 g, 0.134 mol) in water (100 ml), 1,3-dibromopropane (47 g, 0.23 mol) and tetra-n-butylammonium bisulfate (23 g, 0.067 mol). Chromatography of the crude product on silica gel using 1% ethyl acetate/hexane as eluent gave 12 g (60%) of the title compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04808729 |
| Source dataset | uspto-grants-1989_02 |
| ORD ID | ord-6f6eb6588b93405696c596dd7f11f69e |
| Source note | uspto-grants-1989_02 |