Sulfuric Acid → 4-Cyanophenol

HRID 1263211Notes

Reaction equation

HRID 1263211 reaction equation
S(=O)(=O)(O)O.[OH:6][C:7]1[CH:15]=[CH:14][C:10]([CH:11]=[N:12]O)=[CH:9][CH:8]=1>CC(CC(C)=O)C>[C:11]([C:10]1[CH:14]=[CH:15][C:7]([OH:6])=[CH:8][CH:9]=1)#[N:12]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 2191304-Hydroxybenzaldehyde oxime

Product 1

HCID 130194-CyanophenolYield 76%

Reagents, catalysts & solvents 1

HCID 7909Methyl Isobutyl KetoneSolvent

Conditions

Temperature
130 °C

Procedure

To a 30 ml of flask equipped with distillating apparatus, 30 mg of conc. sulfuric acid, 10 ml of MIBK, 598 mg of p-hydroxybenzaldoxime were introduced and the reaction mixture was heated up to 130° C. Heating under stirring with a magnetic stirrer was continued for 30 minutes, and about 3.5 ml of MIBK thereby was distilled off. Reaction solution was subjected to gaschromatography analysis to find that 392 mg (76% yield) of p-cyanophenol was produced. The conversion was 100%.

Workup

  1. additionwere introduced
  2. temperatureHeating
  3. distillationabout 3.5 ml of MIBK thereby was distilled off
  4. customReaction solution

Sources & evidence

ORD record
ord-5aeaa7a9eda04146b4f2897490294ab0
Source dataset
uspto-grants-1984_06
Patent number
US04456562

Reaction notes

Loading…