HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 880289Generated: October 31, 2026
Sodium Hydroxide → 3-{1-[(Tert-butoxy)carbonyl]pyrrolidin-3-yl}benzoic acid
https://huagongshe.com/reaction/880289
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Tert-butyl 3-(3-(methoxycarbonyl)phenyl)pyrrolidine-1-carboxylate | HCID 90239134 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-{1-[(Tert-butoxy)carbonyl]pyrrolidin-3-yl}benzoic acid | HCID 53406623 | 98% |
Reaction Steps
To a solution of tert-butyl 3-(3-(methoxycarbonyl)phenyl)pyrrolidine-1-carboxylate (210 mg, 0.7 mmol) in EtOH (4 ml) was added a solution of NaOH (56 mg, 1.4 mmol) in H2O (1 ml) at 29° C. The mixture was stirred for 30 min at 29° C. The mixture was concentrated and the residue was treated with water and extracted with EA. The water layer was treated with 2N HCl until pH=3, extracted with EA and the combined organic layers were washed with brine, dried over Na2SO4 and concentrated to give the title compound which was used in next step without further purification (200 mg, Yield 98.0%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08993555B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-b932856dad9c421abc16f4d6bdf5ed55 |
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| Source note | uspto-grants-2015_03 |
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