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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 11842Generated: October 30, 2026

Methanol → 4-(2-(N-Boc-2-picolylamino)ethyl)benzoic Acid

https://huagongshe.com/reaction/11842

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 4-(2-(N-Boc-N-2-picolylamino)ethyl)benzoateHCID 21973679—
SolventTetrahydrofuranHCID 8028—
Product4-(2-(N-Boc-2-picolylamino)ethyl)benzoic AcidHCID 21973682100.7%

Reaction Steps

The compound obtained in Example 9-3 (446.1 mg) was dissolved in THF (4.5 ml) and methanol (4.5 ml) After the addition of 1 mol/l aqueous solution of sodium hydroxide (4.5 ml), the mixture was stirred for 5 hours 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. The organic layer was 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 (432.2 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07098215B2
Source datasetuspto-grants-2006_08
ORD IDord-1c9322052b654c65b143e6b66ad1272d
Source noteuspto-grants-2006_08