Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 19387362 | HCID 19387362 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 54569902 | HCID 54569902 | 25% |
Reaction Steps
m-Chloroperbenzoic acid (50% grade, 1.38 g, 4.01 mmol) was added in portions to a vigorously stirred mixture of 8-(2,4-dichlorophenyl)-1-octene (687 mg, 2.67 mmol), saturated aqueous NaHCO3 (15 ml), and dichloromethane (10 ml) at 0° C. The mixture was stirred for 5 min at 0° C., at room temperature for 1 h, then poured into water, and extracted with ether. The extracts were washed with aqueous Na2SO3 /NaHCO3, water, saturated aqueous NaCl, and dried (MgSO4). The solvent was removed under vacuum and the residue purified by chromatography on silica gel (5-20% ether/petroleum ether 40°-60° C.) to give the title compound (265 mg, 25%, 3 steps) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05447954 |
|---|
| Source dataset | uspto-grants-1995_09 |
|---|
| ORD ID | ord-292cf08c4cd147b3a95de5eaca151e36 |
|---|
| Source note | uspto-grants-1995_09 |
|---|