Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1427562Generated: November 2, 2026

Methyl iodide → 4-[[(1,1-dimethylethoxy)carbonyl]amino]Butanoic acid methyl ester

https://huagongshe.com/reaction/1427562

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(((Tert-butoxy)carbonyl)amino)butanoic acidHCID 294894—
SolventAcetoneHCID 180—
Product4-[[(1,1-dimethylethoxy)carbonyl]amino]Butanoic acid methyl esterHCID 1311235283%

Reaction Conditions

Temperature45 °C

Reaction Steps

To a solution of 4-(tert-butoxycarbonylamino)butanoic acid (7.0 g, 34.5 mmol) and K2CO3 (9.5 g, 68.9 mmol) in acetone (70 mL) was added MeI (7.5 g, 51.8 mmol) at rt. The reaction solution was stirred at 45° C. for 12 hrs. The mixture was washed with water and saturated sodium chloride, dried over Na2SO4, and concentrated to afford methyl 4-(tert-butoxycarbonylamino)butanoate (6.2 g, 83%) as a yellow oil. ESI-MS (EI+, m/z): 240 [M+Na]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933232B2
Source datasetuspto-grants-2015_01
ORD IDord-ec6ffcb088c74b019a025928aeff528e
Source noteuspto-grants-2015_01