Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | HCID 67294577 | HCID 67294577 | — |
| Product | HCID 67295308 | HCID 67295308 | — |
Reaction Steps
A mixture of 50 g (0.14 mol) of 2,4-dioxo-9-(4-propylcyclohexyl)-3-aza-spiro[5.5]undecane-1,5-dicarbonitrile, 800 ml of glacial acetic acid and 1.51 of 60% sulfuric acid is stirred at 120-125° C. for 5 days. After cooling, the batch is added to ice-water and extracted a number of times with THF/MTBE (1:1). The combined organic phases are washed with saturated sodium chloride solution and dried using sodium sulfate. The solution is concentrated to dryness, and the residue is recrystallised from acetonitrile/THF (2:1), giving (4-carboxymethyl-4′-propylbicyclohexyl-4-yl)acetic acid as a beige solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09255223B2 |
|---|
| Source dataset | uspto-grants-2016_02 |
|---|
| ORD ID | ord-2950ccefa08b4ef1bb083b82bd257c05 |
|---|
| Source note | uspto-grants-2016_02 |
|---|