HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Trimethylsilyl)ethanol → 3-Oxo-cyclohexanecarboxylic acid 2-trimethylsilanyl-ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Trimethylsilyl)ethanol | HCID 18013 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 3-Oxocyclohexane-1-carboxylic acid | HCID 2760252 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Oxo-cyclohexanecarboxylic acid 2-trimethylsilanyl-ethyl ester | HCID 59733780 | 100% |
Reaction Steps
3-oxo-cyclohexanecarboxylic acid (2.00 g, 14.1 mmol), 2-trimethylsilylethanol (2.5 mL, 17.4 mmol), 4-dimethylaminopyridine (148 mg, 1.21 mmol), and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (3.44 g, 17.9 mmol) in methylene chloride (14 mL) was stirred for 18 h. The solution was diluted with 10% aqueous hydrochloric acid and extracted with methylene chloride. The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated to yield 3.41 g (100% yield) of 3-oxo-cyclohexanecarboxylic acid 2-trimethylsilanyl-ethyl ester as a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07385085B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-f6e6a92550cd4ae5845340c05523d8a4 |
| Source note | uspto-grants-2008_06 |