HuagongsheHuagongshe Chemistry Print Report · For research reference only
ethyl (1S,2S)-2-phenylcyclopropane-1-carboxylate → 2-Phenyl-1-cyclopropanecarboxylic acid, (1S-trans)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | ethyl (1S,2S)-2-phenylcyclopropane-1-carboxylate | HCID 816742 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | 2-Phenyl-1-cyclopropanecarboxylic acid, (1S-trans)- | HCID 778517 | — |
Reaction Steps
To a solution of (1S,2S)-2-phenyl-cyclopropanecarboxylic acid ethyl ester (42 mg, 0.22 mmol, 1.0 eq.) in THF (0.68 mL) and EtOH (0.18 mL), 1M aq. NaOH (0.32 ml) was added. The solution was stirred at r.t. for 18 hours. The organic solvents were removed in vacuo. The residue was diluted with water and washed with AcOEt. The aq. phase was acidified with 2N aq. HCl soln. The mixture was extracted with DCM (3×). The comb. org. phases were dried over MgSO4, filtered and concentrated in vacuo to give the title compound as a colorless oil. The product was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09255090B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-03ac03c75fd7456aa437cfdbb5aef52b |
| Source note | uspto-grants-2016_02 |