Ethylene Glycol → HCID 68735813, compound

HRID 1798552Notes

Reaction equation

HRID 1798552 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4](I)[CH:3]=1.[CH3:9][N:10]([CH3:16])[CH:11]1[CH2:15][CH2:14][NH:13][CH2:12]1.C(O)CO>CC(O)C.[Cu]I>[Br:1][C:2]1[CH:3]=[C:4]([N:13]2[CH2:14][CH2:15][CH:11]([N:10]([CH3:16])[CH3:9])[CH2:12]2)[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 174Ethylene GlycolHCID 11561Benzene, 1-bromo-3-iodo-HCID 27585193-(Dimethylamino)pyrrolidine

Product 1

HCID 68735813HCID 68735813, compound

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 3776IsopropanolSolvent

Conditions

Temperature
80 °C

Procedure

1-Bromo-3-iodobenzene (1 eq, 3.53 mmol, 1 g), copper(I) iodide (0.05 eq, 0.177 mmol 0.034 g) and potassium phosphate tribasic carbonate (2 eq, 7.07 mmol, 1.51 g) are dissolved in 2-propanol (15 ml) under an inert atmosphere of nitrogen. Then, N,N-dimethylpyrrolidin-3-amine (2 eq, 7.07 mmol, 0.807 g) and ethylene glycol (2 eq, 7.07 mmol, 0.394 ml) are added and the reaction mixture heated at 80° C., overnight.

Sources & evidence

ORD record
ord-89ab87027ca840fd95e780bcd68a2702
Source dataset
uspto-grants-2013_01
Patent number
US08343966B2

Reaction notes

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