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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513108Generated: October 31, 2026

2,4-Dimethoxybenzylamine → 4-Tert-butyl 2-methyl 2-((2,4-dimethoxybenzylamino)methyl)morpholine-2,4-dicarboxylate

https://huagongshe.com/reaction/513108

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DimethoxybenzylamineHCID 597250—
Reactant4-Tert-butyl 2-methyl 2-(tosyloxymethyl)morpholine-2,4-dicarboxylateHCID 86671417—
SolventAcetonitrileHCID 6342—
Product4-Tert-butyl 2-methyl 2-((2,4-dimethoxybenzylamino)methyl)morpholine-2,4-dicarboxylateHCID 6722834932%

Reaction Steps

E4 (365 mg, 0.850 mmol) was dissolved in acetonitrile (10 mL), (2,4-dimethoxyphenyl)methanamine (700 μL, 4.66 mmol) was added and the solution was stirred for 15 h at reflux temperature. The reaction mixture was concentrated in vacuo, extracted with water/EtOAc and washed twice with water. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by flash column chromatography from toluene:EtOAc 100:0 to 20:80 which gave the title compound (115 mg, 32%). MS (ES) C21H32N2O7 requires: 424. found: 425.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102676B2
Source datasetuspto-grants-2015_08
ORD IDord-07f5e08bbb254584908b0b4b39998a05
Source noteuspto-grants-2015_08