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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698120Generated: November 3, 2026

Dimethylformamide → 4-Methylmorpholine

https://huagongshe.com/reaction/1698120

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantPropylphosphoric anhydrideHCID 16167369—
SolventN-methyl-2-pyrrolidoneHCID 13387—
SolventDimethylacetamideHCID 31374—
Solvent2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-HCID 81646—
Product4-MethylmorpholineHCID 7972—
ProductDiisopropylethylamineHCID 81531—
ProductPropylphosphoric anhydrideHCID 16167369—

Reaction Steps

reacting (V) with an activating agent such as propylphosphonic anhydride or CDI (N,N-carbonyldiimidazole), (preferably propylphosphonic anhydride), and an amine of the formula (VI) in the presence of an amine base such as N-methylmorpholine, triethylamine, or diisopropylethylamine, in a suitable polar aprotic solvent such as DMF, or NMP, DMAC, DMPU to provide (I), and subsequently isolating (I),

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163918B2
Source datasetuspto-grants-2012_04
ORD IDord-c55159d4e1964e3f8e04a2f7b0aaa55a
Source noteuspto-grants-2012_04