N,N'-Dimethylethylenediamine → HCID 53419640, compound

HRID 551175Notes

Reaction equation

HRID 551175 reaction equation
Br[C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[CH3:12].[NH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][C:14]1=[O:19].CNCCNC.C(=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1.O1CCOCC1.[Cu]I>[CH3:12][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:2]=1[N:13]1[CH2:18][CH2:17][CH2:16][CH2:15][C:14]1=[O:19])[C:6]([O:8][CH3:9])=[O:7]

Participants

8

Reactant 4

HCID 8070N,N'-DimethylethylenediamineHCID 11430Potassium CarbonateHCID 126652-PiperidoneHCID 3294148Methyl 4-bromo-3-methylbenzoate

Product 1

HCID 53419640HCID 53419640, compound

Reagents, catalysts & solvents 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 1140TolueneSolventHCID 312751,4-DioxaneSolvent

Procedure

Prepared analogously to Example 31a from methyl 4-bromo-3-methyl-benzoate and piperidin-2-one in the presence of copper(I)iodide, N,N′-dimethyl-ethylenediamine and potassium carbonate in toluene and dioxane under an argon atmosphere.

Sources & evidence

ORD record
ord-987dfce0e02a4ee0a0d6054df2b75287
Source dataset
uspto-grants-2011_05
Patent number
US07947700B2

Reaction notes

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