HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → HCID 59289068, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 4-Bromobutanol | HCID 118388 | — |
| Reactant | (1s,4r)-4-Propylcyclohexane-1-carboxylic acid | HCID 1490324 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59289068 | HCID 59289068 | — |
Reaction Steps
4-Propyl-cyclohexanecarboxylic acid (10.0 g, 58.0 mmol), 4-bromobutan-1-ol (9.2 g, 60.0 mmol) and a catalytic amount of para-toluene sulphonic acid are stirred under reflux in toluene (300 ml) in a flask equipped with Dean-Stark apparatus over night. The solution is allowed to cool to room temperature, is washed with aqueous sodium carbonate and water, dried and evaporated to dryness. Purification is achieved by flash column chromatography using petrol as eluant. Evaporation of the appropriate fractions gives 4-propyl-cyclohexanecarboxylic acid 4-bromo-butyl ester as the product. The structure is confirmed by 1H NMR spectroscopy and GCMS.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08372307B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-e569159be1f043a180086ddbee91d01a |
| Source note | uspto-grants-2013_02 |