Hydrochloric Acid → HCID 178491263, compound

HRID 235951Notes

Reaction equation

HRID 235951 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][C:4]=1[CH3:11].[ClH:12].C[OH:14]>CCOCC>[ClH:12].[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([C:7](=[NH:8])[OH:14])=[CH:5][C:4]=1[CH3:11]

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 887MethanolHCID 136216134-Methoxy-3-methylbenzonitrile

Product 1

HCID 178491263HCID 178491263, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Under a nitrogen atmosphere was prepared a slurry of 21 (25.6 g, 0.174 mol) in a mixture of MeOH (10 ml) and Et2O (12 ml). With cooling, a stream of hydrogen chloride was passed through, giving a solution momentarily followed by a precipitate. The total uptake of HCl was 15 grams. The reaction mixture was refrigerated for 3 hours, and the solid collected and washed with Et2O to yield 31 grams (82%) of 4-methoxy-3-methylbenzimidate hydrochloride; m.p. 137°-140°.

Workup

  1. temperatureWith cooling
  2. customgiving a solution
  3. customthe solid collected
  4. washwashed with Et2O

Sources & evidence

ORD record
ord-d5d1f44e264d46c884bc2de5f4ed8a2f
Source dataset
uspto-grants-1987_02
Patent number
US04642311

Reaction notes

Loading…