HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(2-Tert-butoxycarbonyl-vinyl)-3,5-dimethyl-benzoic acid methyl ester → 4-(2-Tert-butoxycarbonyl-ethyl)-3,5-dimethyl-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(2-Tert-butoxycarbonyl-vinyl)-3,5-dimethyl-benzoic acid methyl ester | HCID 66935460 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(2-Tert-butoxycarbonyl-ethyl)-3,5-dimethyl-benzoic acid methyl ester | HCID 66936173 | 95.7% |
Reaction Steps
To a solution of 4-(2-tert-butoxycarbonyl-vinyl)-3,5-dimethyl-benzoic acid methyl ester (11.2 g, 38.6 mmol) in ethanol (50 mL) and THF (50 mL), Pd/C (1.0 g, 10% Pd) is added. The mixture is stirred for 16 h at rt under 2.5 bar of H2. The catalyst is filtered off and the filtrate is concentrated and dried under HV to give 4-(2-tert-butoxycarbonyl-ethyl)-3,5-dimethyl-benzoic acid methyl ester (10.8 g) as a colourless oil; LC-MS: tR=1.08 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592460B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-a06c93bfbf464f17a7cd71e7771c6480 |
| Source note | uspto-grants-2013_11 |