Pyridine → 4,4'-Dimethoxybenzil

HRID 2058666Notes

Reaction equation

HRID 2058666 reaction equation
[C:1]1([C:9]([CH:11]([C:13]2[CH:20]=[CH:19][C:16]([O:17][CH3:18])=[CH:15][CH:14]=2)[OH:12])=[O:10])[CH:8]=[CH:7][C:4]([O:5][CH3:6])=[CH:3][CH:2]=1.N1C=CC=CC=1>O>[C:13]1([C:11]([C:9]([C:1]2[CH:2]=[CH:3][C:4]([O:5][CH3:6])=[CH:7][CH:8]=2)=[O:10])=[O:12])[CH:14]=[CH:15][C:16]([O:17][CH3:18])=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 1049PyridineHCID 954154,4'-Dimethoxybenzoin

Product 1

HCID 710434,4'-Dimethoxybenzil

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
85 °C

Procedure

A reaction mixture was prepared containing 1.2 kg. of anisoin, 3 kg. of cupric sulfate pentahydrate, 4.9 l. of pyridine and 1.2 l. of water. The mixture was heated with stirring overnight at a temperature of about 85° C. The resulting green suspension was poured over 20 kg. of ice and the mixture stirred until the ice had dissolved. Anisil, formed in the above reaction was collected by filtration. The filter cake was washed thoroughly with water to remove all traces of copper sulfate. Yield of anisil was 1167 g. melting at 125°-127° C.

Workup

  1. customA reaction mixture was prepared
  2. additioncontaining 1.2 kg
  3. temperatureThe mixture was heated
  4. additionThe resulting green suspension was poured over 20 kg
  5. dissolutionhad dissolved

Sources & evidence

ORD record
ord-8407c70d811b4de19799e63b4dfc5e93
Source dataset
uspto-grants-1982_03
Patent number
US04318911

Reaction notes

Loading…