Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cyclopentanone | HCID 8452 | — |
| Reactant | 2,6-Di-tert-butyl-4-mercaptophenol | HCID 70370 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 19577118 | HCID 19577118 | 67% |
Reaction Steps
To a solution of 2,6-di-t-butyl-4-mercaptophenol (600 mg, 1.04 mmol) in methanol (10 mL) was added cyclopentanone (1.5 mL) and a catalytic amount of concentrated hydrochloric acid. The mixture was heated and stirred at 60° C. overnight. The solvent was distilled off from the reaction mixture, and the resulting residue was purified by a flash column chromatography (filler: manufactured by Kanto Kagaku, K.K., 60Nmesh40-100, developing solvent:n-hexane/ethyl acetate (volume ratio)=1/0 to 100/1) to give bis(3,5-di-t-butyl-4-hydroxyphenylthio)cyclopentane (yield 485 mg and 67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08119686B2 |
|---|
| Source dataset | uspto-grants-2012_02 |
|---|
| ORD ID | ord-c76ffbe7fe184d06b9de32032e617aad |
|---|
| Source note | uspto-grants-2012_02 |
|---|