HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 1-Methyl-4-oxocyclohexane-1-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 8-Methyl-1,4-dioxaspiro[4.5]decane-8-carbonitrile | HCID 18728465 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 1-Methyl-4-oxocyclohexane-1-carbonitrile | HCID 14227393 | 62.8% |
Reaction Steps
Alternatively the compound could be obtained by heating 14.2 g of 8-methyl-1,4-dioxa-spiro[4.5]decane-8-carbonitrile in 190 mL of 80% acetic acid under reflux until conversion was complete. The mixture was cooled and poured onto 1.2 L of cold, saturated sodium bicarbonate solution. 600 mL of brine were added and the mixture was extracted several times with ethyl acetate. The combined ethyl acetate layers were washed with brine, dried over magnesium sulphate and evaporated. The residue was taken up in water and acetonitrile and lyophilized to give 6.75 g of the desired product, that could be directly used in further conversions.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399482B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-4c9c90a15bbb41f4ba91c1a3a2013729 |
| Source note | uspto-grants-2013_03 |