HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 880268Generated: October 26, 2026
Sodium Hydroxide → 3-(((tert-butoxycarbonyl)(tetrahydro-2H-pyran-4-yl)amino)methyl)benzoic acid
https://huagongshe.com/reaction/880268
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | methyl 3-(((tert-butoxycarbonyl)(tetrahydro-2H-pyran-4-yl)amino)-methyl)benzoate | HCID 90238021 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-(((tert-butoxycarbonyl)(tetrahydro-2H-pyran-4-yl)amino)methyl)benzoic acid | HCID 90238164 | 57% |
Reaction Steps
To a solution of methyl 3-(((tert-butoxycarbonyl)(tetrahydro-2H-pyran-4-yl)amino)methyl)benzoate (550 mg, 1.57 mmol) in MeOH (5 mL) was added aqueous of NaOH (2.0 mL, 40% w/w). The mixture was stirred at 25° C. for 4 h. The reaction solution was concentrated, and the residue was dissolved in water and adjusted pH to 5˜6 with 2N of HCl and extracted with EA. The organic layer was concentrated to give the desired product (300 mg, Yield 57%). LCMS (m/z): 336.1 (M+1).
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-3e7dfe8213ae4852b22f0103a0ea604d |
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| Source note | uspto-grants-2015_03 |
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