HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-dihydro-2H-pyran → HCID 66779971, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | 3-(((Tert-butyldimethylsilyl)oxy)methyl)cyclobutan-1-ol | HCID 53416001 | — |
| Catalyst | 2-Methylbenzenesulfonic acid | HCID 6925 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66779971 | HCID 66779971 | 79.9% |
Reaction Steps
3-(tert-Butyl dimethylsilanoxymethyl)-cyclobutanol (1.46 g) in dry dichloromethane was treated with dihydropyran (1.7 g) and toluenesulphonic acid (0.01 g) for 3 hours. The reaction mixture was diluted with dichloromethane, the organic extracts were washed with brine, dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel, eluting with ethyl acetate in cyclohexane (0 to 1:9 by volume) to give the title compound (1.62 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598154B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-69929dda220942439770d636c2b338c6 |
| Source note | uspto-grants-2013_12 |