Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | (-)-Benzyl (R)-glycidyl ether | HCID 159746 | — |
| Catalyst | Triethylamine | HCID 8471 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 66647327 | HCID 66647327 | 72.5% |
Reaction Steps
A solution of phenol (3.3 g; 35 mmol), benzyl(R)-(+)-glycidyl ether (5 g; 30.5 mmol) and triethylamine (300 μl; 2.15 mmol) in absolute ethanol (80 ml) was heated to reflux and stirred for 2 hours and then cooled to 60° C. and stirred overnight. The crude reaction mixture was concentrated under reduced pressure and the residues purified by silica gel chromatography using an eluant of hexanes and ethyl acetate (85:15 v/v) to afford 5.7 g (72.5%) of the pure product. m/z (ES) 281.1 (M+Na)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08618144B2 |
|---|
| Source dataset | uspto-grants-2013_12 |
|---|
| ORD ID | ord-9aaed9c6b15c431e96c952f3787b1dc6 |
|---|
| Source note | uspto-grants-2013_12 |
|---|