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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 11837Generated: October 30, 2026

Sodium Hydroxide → 4-(N-Boc-N-2-picolylaminomethyl)phenylacetic Acid

https://huagongshe.com/reaction/11837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 4-(N-Boc-N-2-picolylaminomethyl)phenylacetateHCID 21973576—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product4-(N-Boc-N-2-picolylaminomethyl)phenylacetic AcidHCID 2197361198.3%

Reaction Steps

The compound obtained in Example 8-3 (83.2 mg) was dissolved in THF (0.8 ml) and methanol (0.8 ml). After the addition of 1 N aqueous solution of sodium hydroxide (0.8 ml), the mixture was stirred for 35 minutes at room temperature. After the reaction, the solvent was removed by distillation and the residue was dissolved in distilled water. Aqueous solution of hydrochloric acid (1 mol/l) was added to the solution to adjust the pH to 3-4. The settled-down oily product was extracted with chloroform, washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was removed by distillation and the residue was dried under vacuum to obtain the title compound (78.7 mg) as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07098215B2
Source datasetuspto-grants-2006_08
ORD IDord-639408831de942e6a598272ed67cc92c
Source noteuspto-grants-2006_08