HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → Methyl (2-oxo-3-benzyl-5-methyl-cyclohept-4-en-1-yl)-ethanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Methyl (1-t-butyloxycarbonyl-2-oxo-3-benzyl-5-methyl-cyclohept-4-en-1-yl)-ethanoate | HCID 57015558 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl (2-oxo-3-benzyl-5-methyl-cyclohept-4-en-1-yl)-ethanoate | HCID 56988104 | — |
Reaction Steps
To a stirred solution of the above di-ester (22) (1.35 g) in CH2Cl2 (20 mL) was added trifluoroacetic acid (80 mL). After stirring for 45 min the reaction was evaporated to dryness and re-evaporated twice with fresh toluene to remove any residual TFA. The oil which remained was then taken up in toluene (100 mL) and refluxed under Ar for 1 h. The product (23) was obtained after evaporation and purification by flash chromatography on silica gel eluted with 10% ethyl acetate in n-hexane (0.85 g, 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05438118 |
| Source dataset | uspto-grants-1995_08 |
| ORD ID | ord-d6472122aa2e46d6a12ebdbcc9e8661d |
| Source note | uspto-grants-1995_08 |