HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → HCID 19600701, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | 3-Diazo-2,3-dihydro-6-(phenylmethoxy)-4H-1-benzopyran-4-one | HCID 14422778 | — |
| Catalyst | Acetic acid, rhodium salt (4:2) | HCID 423677 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 19600701 | HCID 19600701 | 12.4% |
Reaction Steps
A solution of 17 g of 3-diazo-6-benzyloxy-4-chromanone and 17 g of phenol in 100 ml of toluene was heated to 110° C. in an oil bath. Rhodium (II) acetate dimer (50 mg) was added in one portion. After nitrogen evolution ceased (5 minutes), the reaction was allowed to cool to room temperature, diluted with ethyl acetate and washed with 10% sodium hydroxide to remove excess phenol. The organic layer was dried over sodium sulfate and evaporated in vacuo to give the crude product, which was purified by column chromatography on silica gel elutinq with dichloromethane to give 2.6 g of product, m.p. 100-102° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05998451 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-7813ae41ece847fd98ae5a2eb2c41c16 |
| Source note | uspto-grants-1999_12 |