HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (1S,2S)-2-(4-Hydroxy-phenyl)-cyclopropanecarboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (1S,2S)-2-(4-tert-Butoxy-phenyl)-cyclopropanecarboxylic acid ethyl ester | HCID 72700304 | — |
| Product | (1S,2S)-2-(4-Hydroxy-phenyl)-cyclopropanecarboxylic acid ethyl ester | HCID 72700607 | 88.6% |
Reaction Steps
(1S,2S)-2-(4-tert-Butoxy-phenyl)-cyclopropanecarboxylic acid ethyl ester (10.5 g, 35.62 mmol) is dissolved in trifluoroacetic acid (15 mL, 195.6 mmol) and stirred for 5 minutes. The mixture is concentrated under vacuum, then reevaporated five times from dichloromethane. The residue is dissolved in boiling cyclohexane (20 mL) and then allowed to cool. The cyclohexane layer is decanted off and the operation repeated. The residue is dried under vacuum to give the title compound (yield 6.51 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633182B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-14ffa82160224e4b8b8f6fb1ed4712ca |
| Source note | uspto-grants-2014_01 |