HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (1R,2R)-ethyl 2-(4-hydroxyphenyl)cyclopropanecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (1R,2R)-2-(4-tert-Butoxy-phenyl)-cyclopropanecarboxylic acid ethyl ester | HCID 72700305 | — |
| Product | (1R,2R)-ethyl 2-(4-hydroxyphenyl)cyclopropanecarboxylate | HCID 71114948 | 66.8% |
Reaction Steps
(1R,2R)-2-(4-tert-Butoxy-phenyl)-cyclopropanecarboxylic acid ethyl ester (5.9 g, 22.5 mmol) is cooled to 0° C. and trifluoroacetic acid (14 mL, 182.5 mmol) is added. The mixture is stirred for 5 minutes and then concentrated under vacuum. The residue is reevaporated 3 times from dichloromethane then purified by flash chromatography (0-10% ethyl acetate in cyclohexane) to give the title compound (yield 3.10 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633182B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-f6d233f571cf45309a00cfddc5eab758 |
| Source note | uspto-grants-2014_01 |