HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-(4-Bromo-3-fluorophenyl)cyclopropane-1-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-(4-Bromo-3-fluorophenyl)cyclopropane-1-carbonitrile | HCID 11715667 | — |
| Product | 1-(4-Bromo-3-fluorophenyl)cyclopropane-1-carboxylic acid | HCID 11651804 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a room temperature solution of 1-(4-bromo-3-fluorophenyl)cyclopropanecarbonitrile from Step 4 (4.3 g) in ethyl alcohol (40 mL) was added a solution of 20 mL of sodium hydroxide (25% NaOH in water W/W). The mixture was heated at 100° C. overnight. It was cooled to room temperature and poured into ice and hydrogen chloride (1 N), and extracted with dichloromethane (2×100 mL). The combined extracts were washed with brine, dried with magnesium sulfate and the solvent removed in vacuo. The residue was purified by swish using methyl t-butyl ether and hexanes to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07687524B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-ddd4fc47883748bb8c21662a6040787f |
| Source note | uspto-grants-2010_03 |