HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-dihydro-2H-pyran → 2-[(10-Bromodecyl)oxy]tetrahydro-2H-pyran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | 1-Decanol, 10-bromo- | HCID 104507 | — |
| Catalyst | Pyridine | HCID 1049 | — |
| Catalyst | Silanol, trimethyl-, 1,1'-sulfate | HCID 87573 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-[(10-Bromodecyl)oxy]tetrahydro-2H-pyran | HCID 103543 | 42.8% |
Reaction Steps
A mixture of 100 g 1-bromodecan-10-ol, 2.1 g bis(trimethylsilyl)sulphate, 43 g 3,4-dihydro-2H-pyran and 500 ml dichloromethane is stirred for 6 hours at room temperature. Several drops of pyridine are added and the reaction mixture evaporated down. The residue is purified by column chromatography on silica gel using hexane/ethyl acetate (1/1 v/v) as eluent to yield 58 g of 1-bromo-10-[tetrahydropyranyloxy]decane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06653499B1 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-270d3152095d4875925be10b4e5aff8a |
| Source note | uspto-grants-2003_11 |