Diphenyl Ether → 1-Propanone, 1,1'-(oxydi-4,1-phenylene)bis-

HRID 325460Notes

Reaction equation

HRID 325460 reaction equation
[C:1]1([O:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:14](Cl)(=[O:17])[CH2:15][CH3:16].[Cl-].[Al+3].[Cl-].[Cl-]>C(=S)=S>[C:14]([C:11]1[CH:10]=[CH:9][C:8]([O:7][C:1]2[CH:2]=[CH:3][C:4]([C:1](=[O:7])[CH2:2][CH3:3])=[CH:5][CH:6]=2)=[CH:13][CH:12]=1)(=[O:17])[CH2:15][CH3:16]

Participants

5

Reactant 3

HCID 7583Diphenyl EtherHCID 62324Propionyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 106842951-Propanone, 1,1'-(oxydi-4,1-phenylene)bis-

Reagents, catalysts & solvents 1

HCID 6348Carbon DisulfideSolvent

Procedure

Diphenyl ether (67 grams) was mixed with about 79 grams of propionyl chloride and 109 grams of aluminum chloride in about 150 ml of carbon disulfide. The product, 4-propionylphenyl ether, was isolated by hydrolysis of the mixture and conventional recrystallization techniques.

Sources & evidence

ORD record
ord-f15d0b40865b4e828bd2519484fc4805
Source dataset
uspto-grants-1984_04
Patent number
US04440943

Reaction notes

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