Carbon Dioxide → 4-Methoxy-3-methylbenzaldoxime

HRID 235949Notes

Reaction equation

HRID 235949 reaction equation
Cl.[NH2:2][OH:3].[OH-].[Na+].[CH3:6][O:7][C:8]1[CH:15]=[CH:14][C:11]([CH:12]=O)=[CH:10][C:9]=1[CH3:16].C(=O)=O>O>[CH3:6][O:7][C:8]1[CH:15]=[CH:14][C:11]([CH:12]=[N:2][OH:3])=[CH:10][C:9]=1[CH3:16]

Participants

6

Reactant 4

HCID 280Carbon DioxideHCID 14798Sodium HydroxideHCID 1229363-Methyl-4-anisaldehydeHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 42375924-Methoxy-3-methylbenzaldoximeYield 94%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A cold solution of hydroxylamine.hydrochloride 15 g, 0.22 mol) in H2O (50 ml) was mixed with a cold solution of NaOH (20 g, 0.5 mol) in H2O (150 ml) and then 4-methoxy-3-methylbenzaldehyde (30 g, 0.2 mol) was added in a steady stream. After stirring at room temperature for 30 minutes, the solution was saturated with CO2. The separated solid was collected, washed with H2O, and dried to yield 30.9 g (94%) of 20; m.p. 70°-2° C.

Workup

  1. customThe separated solid was collected
  2. washwashed with H2O
  3. customdried

Sources & evidence

ORD record
ord-5c6cf4dbefe1430f847a6ec64433eb1a
Source dataset
uspto-grants-1987_02
Patent number
US04642311

Reaction notes

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