HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → tert-Butyl 3-oxocyclohexanecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | 3-Oxocyclohexane-1-carboxylic acid | HCID 2760252 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-Butyl 3-oxocyclohexanecarboxylate | HCID 66791571 | — |
Reaction Steps
Anhydrous MgSO4 (3.4 g, 28 mmol) was suspended in DCM (28.1 mL) and to this vigorously stirred mixture was added concentrated sulfuric acid (0.7 g, 7 mmol). The resulting mixture was allowed to stir at ambient temperature for 30 minutes. 3-Oxocyclohexanecarboxylic acid (1.0 g, 7.0 mmol) was added followed by t-BuOH (2.6 g, 35 mmol). The resulting mixture was allowed to stir for 24 hours before it was filtered and flushed with DCM. The filtrate was washed with water, and the organic layer was again washed with water, brine, dried over anhydrous MgSO4, filtered, and concentrated in vacuo to afford the title compound. The residue was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09328099B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-cb3547b2d63a460d8f03752576650623 |
| Source note | uspto-grants-2016_05 |