Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1967084Generated: October 27, 2026

Methylamine → tert-butyl N-(2-amino-2-phenylethyl)carbamate

https://huagongshe.com/reaction/1967084

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantHydrazineHCID 9321—
Reactant[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-ethyl]-carbamic acid tert-butyl esterHCID 57826431—
SolventMethanolHCID 887—
Producttert-butyl N-(2-amino-2-phenylethyl)carbamateHCID 277184785.3%

Reaction Steps

A solution of 1,1-dimethylethyl [2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-2-phenylethyl]carbamate (2 g, 5.46 mmol) and either MeNH2 (40 wt % in H2O, 10 eq.) or NH2NH2 (10 eq.) in MeOH (0.5M, 10 mL) was heated to 60° C. in a sealed tube. After 12 h, the solution was concentrated and purified via column chromatography (silica-dry load, 2% MeOH in DCM (1% NH4OH)) affording the title compound (1.1 g, 85%) as a white solid: LC-MS (ES) m/z=237 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420690B2
Source datasetuspto-grants-2013_04
ORD IDord-e29347e586d74afa92a96b51a0e5d1b1
Source noteuspto-grants-2013_04