HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1-Cyanocyclohexyl)acetic acid → Gabapentin
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1-Cyanocyclohexyl)acetic acid | HCID 11073797 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | HCID 178503043 | HCID 178503043 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Gabapentin | HCID 3446 | 65.1% |
Reaction Steps
A solution of 3 g (1-cyanocyclohexyl)-acetic acid in 10.5 mL methanol is hydrogenated at 10 bar hydrogen pressure and 30° C. in the presence of rhodium-carbon (5%) over a period of five hours. The reaction mixture is filtered and the filtrate evaporated on a rotary evaporator at 30° C. The crystalline residue is stirred with isopropanol and the crystallizate is filtered off with suction and dried to constant weight in a vacuum drying cabinet at 30° C. 2.0 g of the title compound are obtained (65.2% of theory); m.p. 152° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05068413 |
| Source dataset | uspto-grants-1991_11 |
| ORD ID | ord-07919c189aa1474ca048abd3b9bb8a87 |
| Source note | uspto-grants-1991_11 |