Sodium Carbonate → 4-methoxy-3-methylbenzonitrile

HRID 235950

Reaction equation

HRID 235950 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-1f39a2408f034349a2819aa25e755bed
Source dataset
uspto-grants-1987_02
Patent number
US04642311

Linked notes

Loading…