HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 58999579, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 3,5,7-trimethyladamantane-1-carboxylic acid | HCID 2802268 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethylacetate methanol | HCID 21584119 | — |
| Product | HCID 58999579 | HCID 58999579 | — |
Reaction Steps
3,5,7-trimethyl adamantane-1-carboxylic acid was converted to it's acid chloride per the procedure described for 3,5-dimethyl-adamantan-1-yl)-acetic acid. It was then homologated to the corresponding benzyl ester via the procedure described in Tetrahedron Letters, 1980, 21, 4461-4462. The benzyl ester was converted to the acid by standard hydrogenation conditions of 10% Pd/C in MeOH/EtOAc::1:1. The acid was then converted to the acid chloride via standard treatment with thionyl chloride at reflux for 1 to 2 hours. Excess reagent was azeotropically removed with hexanes and the resulting acid chloride was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07297700B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-fdeaea5d1a574e0ea697ad8ca4fad248 |
| Source note | uspto-grants-2007_11 |