HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2428205Generated: October 31, 2026
Hydrochloric Acid → (3R,4S)-1-(tert-butoxycarbonyl)-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-3-carboxylic acid
https://huagongshe.com/reaction/2428205
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (3R,4S)-4-{4-[2-(2,6-Dichloro-4-methyl-phenoxy)-ethoxy]-phenyl}-piperidine-1,3-dicarboxylic Acid 1-tert-butyl Ester 3-methyl Ester | HCID 67148356 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (3R,4S)-1-(tert-butoxycarbonyl)-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-3-carboxylic acid | HCID 59234216 | 99.6% |
Reaction Steps
A mixture of compound D7 (4.31 g, 8 mmol) in MeOH (50 mL) and aq. 1M NaOH (79 mL) was stirred at 80° C. for 8 h. The mixture was allowed to cool to rt, and aq. 2M HCl (50 mL) was added. The mixture was extracted with EtOAc. The combined org. extracts were washed with brine, dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Drying the residue under high vacuum yielded the crude title compound (4.18 g, quantitative yield). LC-MS: tR=1.12 min, ES+: 524.41.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07968720B2 |
|---|
| Source dataset | uspto-grants-2011_06 |
|---|
| ORD ID | ord-a087b9ab4d724c8288334512c3b3e7ff |
|---|
| Source note | uspto-grants-2011_06 |
|---|