Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenyramidol Hydrochloride | HCID 9469 | — |
| Reactant | 1-[(1R,2S,4R)-1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl] butanedioate | HCID 67133080 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | HCID 67132987 | HCID 67132987 | 73% |
Reaction Steps
Benzyl-4-chloro-4-oxobutanoate (3.22 g, 1 eq, from Example 2) was dissolved in MTBE (100 mL) in a 300 mL round bottom flask. Verbanol™ (2.12 g, 1 eq) and triethylamine (1.39 g, 1 eq) were added and the reaction was heated at 40° C. and stirred overnight. The reaction mixture was extracted with a dual-layer MTBE-1N HCl system. The organic layer was washed with brine, dried over MgSO4 and concentrated. Toe crude product was purified using column chromatography to give 3.45 g of a clear oil (73%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07959958B2 |
|---|
| Source dataset | uspto-grants-2011_06 |
|---|
| ORD ID | ord-a2d2d4200221464cac1fe5d964a612bc |
|---|
| Source note | uspto-grants-2011_06 |
|---|
