HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 1-{3-tert-Butyl-4-methoxy-5-[3-(tetrahydropyran-2-yloxy)propoxy]phenyl}ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-(3-Bromopropoxy)tetrahydro-2H-pyran | HCID 2777988 | — |
| Reactant | 1-(3-Tert-butyl-5-hydroxy-4-methoxyphenyl)ethanone | HCID 58136946 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-{3-tert-Butyl-4-methoxy-5-[3-(tetrahydropyran-2-yloxy)propoxy]phenyl}ethanone | HCID 58136784 | 112.3% |
Reaction Steps
1-(3-tert-Butyl-5-hydroxy-4-methoxyphenyl)ethanone (O3.070; 6.9 g) and 2-(3-bromo-propoxy)tetrahydropyran (8.31 g) were dissolved in DMF (80 ml), and sodium hydride (894 mg) was added. After stirring at RT for 5 hours, the solvent was drawn off and the residue was taken up with EA. The EA phase was washed with water, dried and concentrated. 12.7 g of the title compound were obtained as a crude product in sufficient purity.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076336B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-dc1d712eccde433584748b29deeaf624 |
| Source note | uspto-grants-2011_12 |