HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Bromide → HCID 53733392, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Anisole | HCID 7519 | — |
| Reactant | Diethyl Malonate | HCID 7761 | — |
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | 3-bromotetrahydro-2H-pyran | HCID 12251081 | — |
| Reactant | HCID 21247805 | HCID 21247805 | — |
| Reactant | HCID 21248101 | HCID 21248101 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 53733392 | HCID 53733392 | — |
Reaction Steps
A solution of 23.4 g of 3-(p-methoxybenzoylmethyl)tetrahydropyran (obtainable by reaction of 2,3-dihydro-4H-pyran with HBr to give 3-bromotetrahydropyran, reaction with diethyl malonate to give diethyl tetrahydropyran-3-ylmalonate, hydrolysis, decarboxylation, reaction with SOCl2 to give tetrahydropyran-3-acetyl chloride, and reaction with anisole in the presence of AlCl3) in 500 ml of THF is hydrogenated on 5 g of 10% Pd/C at 40° and 1 bar until 0.2 mole of H2 has been taken up. The mixture is filtered, evaporated and 3-(2-p-methoxyphenylethyl)tetrahydropyran is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04818431 |
| Source dataset | uspto-grants-1989_04 |
| ORD ID | ord-39a12ffbe2af43f2b91f2815619f32b5 |
| Source note | uspto-grants-1989_04 |