HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 7-Benzyloxy-2,2-dimethyl-4-(4-trifluoromethylphenyl)-2H-chromene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzene, 1-bromo-4-(trifluoromethyl)- | HCID 67872 | — |
| Reactant | 7-Benzyloxy-2,3-dihydro-2,2-dimethyl-4-oxobenzopyran | HCID 15609636 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 7-Benzyloxy-2,2-dimethyl-4-(4-trifluoromethylphenyl)-2H-chromene | HCID 20570560 | 90.3% |
Reaction Steps
n-Butyl-lithium (142 ml of a 2.4 M solution) was added under dry nitrogen to a solution of 4-bromobenzotrifluoride (76.5 g) in dry ether at -50° C. The mixture was left to stir for 2 hours. 7-Benzyloxy-2,2-dimethylchroman-4-one (64 g) in dry ether was added dropwise. Water was added and the ether layer washed with 5 N.HCl (2×100 ml), and dried (MgSO4). Removal of the solvent under reduced pressure gave an oil (84 g) which was chromatographed on alumina. Elution with petrol-ether (1:1) gave the title compound (52 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04153617 |
| Source dataset | uspto-grants-1979_05 |
| ORD ID | ord-bdb86f2241924dc8adb5499370df7575 |
| Source note | uspto-grants-1979_05 |