Ethyl Acetate → Methyl 3-cyano-4-isopropoxybenzoate

HRID 2297696Notes

Reaction equation

HRID 2297696 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[O:12][CH:13]([CH3:15])[CH3:14])[C:5]([O:7][CH3:8])=[O:6].[Cu][C:17]#[N:18].C(OCC)(=O)C>CN1CCCC1=O>[C:17]([C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[O:12][CH:13]([CH3:15])[CH3:14])[C:5]([O:7][CH3:8])=[O:6])#[N:18]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 21956810Methyl 3-bromo-4-isopropoxybenzoateHCID 178418546HCID 178418546, compound

Product 1

HCID 21956805Methyl 3-cyano-4-isopropoxybenzoate

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

Methyl 3-bromo-4-iso-propoxybenzoate (2.0 g, 7.3 mmol) and copper(I)cyanide in N-methyl pyrrolidone (50 ml) were heated under vigorous reflux for 4 h. Work-up with ethyl acetate gave the title compound (1.0 g).

Workup

  1. temperatureunder vigorous reflux for 4 h

Sources & evidence

ORD record
ord-66a152f8c10c4cc3a3d8b9ffc2c6aee6
Source dataset
uspto-grants-2002_12
Patent number
US06492388B1

Reaction notes

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