Acetic Anhydride → Methyl 4-acetoxy-3-cyanobenzoate

HRID 343967Notes

Reaction equation

HRID 343967 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:8]([C:11]([O:13][CH3:14])=[O:12])=[CH:7][C:3]=1[CH:4]=[N:5]O.[C:15](OC(=O)C)(=[O:17])[CH3:16]>>[C:15]([O:1][C:2]1[CH:10]=[CH:9][C:8]([C:11]([O:13][CH3:14])=[O:12])=[CH:7][C:3]=1[C:4]#[N:5])(=[O:17])[CH3:16]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 1363810712-Hydroxy-5-methoxycarbonyl-benzaldehyde oxime

Product 1

HCID 54012634Methyl 4-acetoxy-3-cyanobenzoate

Procedure

70.3 g (0.36 mol) of the compound from Example XXXVII are stirred under reflux in 0.5 l of acetic anhydride for 1.5 hours. The mixture is concentrated to dryness, the residue is dissolved in methylene chloride and the title compound is crystallised out by addition of petroleum ether.

Workup

  1. concentrationThe mixture is concentrated to dryness
  2. dissolutionthe residue is dissolved in methylene chloride
  3. customthe title compound is crystallised out by addition of petroleum ether

Sources & evidence

ORD record
ord-73fb6ba016e4421e8381c7932bcad64a
Source dataset
uspto-grants-1999_01
Patent number
US05863930

Reaction notes

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