HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-dihydro-2H-pyran → HCID 59838331, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | 4-Bromo-3,5-dimethylphenol | HCID 81970 | — |
| Catalyst | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 59838331 | HCID 59838331 | 98.7% |
Reaction Steps
Pyridinium para-toluenesulfonate (0.01 g) was added to a chloroform solution containing 4-bromo-3,5-dimethylphenol (50 g) and 3,4-dihydro-2H-pyran (35 g), followed by stirring. After confirmation of the degree of reaction progress by thin-layer chromatography (hereinafter referred to as TLC), the reaction was quenched with triethylamine. The organic phase was washed with water and saturated brine in this order. The resulting organic phase was dried over anhydrous magnesium sulfate. Subsequently, the organic phase was concentrated and purified by column chromatography to obtain 70 g (yield: 980) of 2-(4-bromo-3,5-dimethylphenoxy)tetrahydropyran as a colorless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09176257B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-52ecc4b162754369ae3a7211314deed3 |
| Source note | uspto-grants-2015_11 |