Diethyl Carbonate → Carbonic acid, bis[2-(dimethylamino)ethyl] ester

Reaction equation

CN(C[CH2:5][O:6][CH2:7][CH2:8][N:9]([CH3:11])[CH3:10])C.[CH3:12][N:13]([CH2:15][CH2:16][OH:17])[CH3:14].C(=O)(OCC)[O:19]CC>>[CH3:12][N:13]([CH2:15][CH2:16][O:17][C:5](=[O:19])[O:6][CH2:7][CH2:8][N:9]([CH3:10])[CH3:11])[CH3:14]

Participants

Reactant 3

HCID 7766Diethyl Carbonate

HCID 79022-(Dimethylamino)ethanol

HCID 18204Bis(dimethylaminoethyl) ether

Product 1

HCID 76417Carbonic acid, bis[2-(dimethylamino)ethyl] ester

Procedure

A process for preparing bis[2-(N,N-dimethylamino)ethyl]ether which comprises (i) contacting 2-(N,N-dimethylamino)ethanol with diethyl carbonate under conditions effective to produce bis[2-(N,N-dimethylamino)ethyl]carbonate, and (ii) contacting bis[2-(N,N-dimethylamino)ethyl]-carbonate with a magnesium:aluminum mixed metal oxide catalyst under conditions effective to produce bis[2-(N,N-dimethylamino)ethyl]ether.

Sources & evidence

ORD record: ord-696a3e0ca432431dbb0c5737154e8fbe
Source dataset: uspto-grants-1993_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05214142

Reaction notes

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