Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1593587Generated: October 30, 2026

Acetic Acid → HCID 58999579, compound

https://huagongshe.com/reaction/1593587

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantThionyl ChlorideHCID 24386—
Reactant3,5,7-trimethyladamantane-1-carboxylic acidHCID 2802268—
CatalystPalladiumHCID 23938—
SolventEthylacetate methanolHCID 21584119—
ProductHCID 58999579HCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07297700B2
Source datasetuspto-grants-2007_11
ORD IDord-fdeaea5d1a574e0ea697ad8ca4fad248
Source noteuspto-grants-2007_11