Sodium Carbonate → 4-Methoxy-3-methylbenzonitrile

HRID 1722001Notes

Reaction equation

HRID 1722001 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([CH:7]=[N:8]O)=[CH:5][C:4]=1[CH3:12].C([O-])([O-])=O.[Na+].[Na+]>C(OC(=O)C)(=O)C>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]#[N:8])=[CH:5][C:4]=1[CH3:12]

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 42375924-Methoxy-3-methylbenzaldoxime

Product 1

HCID 136216134-Methoxy-3-methylbenzonitrile

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A solution of 20 (30.9 g, 0.187 mole) in of acetic anhydride (200 ml) heated at reflux for 1.5 hours, cooled to room temperature and poured with vigorous stirring into 2N aqueous Na2CO3 (2 L). Overnight refrigeration gave a solid which was collected, washed with water, and dried to give 25.6 grams (93%) of 21 m.p. 48°-50°.

Workup

  1. temperatureat reflux for 1.5 hours
  2. additionpoured
  3. customOvernight refrigeration gave a solid which
  4. customwas collected
  5. washwashed with water
  6. customdried
  7. customto give 25.6 grams (93%) of 21 m
  8. custom48°-50°

Sources & evidence

ORD record
ord-95f0c1dc0057417493248eb1debd3d9e
Source dataset
uspto-grants-1989_08
Patent number
US04853383

Reaction notes

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