Acetyl chloride → 4'-Phenoxyacetophenone

HRID 974655Notes

Reaction equation

HRID 974655 reaction equation
[Cl-].[Li+].[Cl-].[Al+3].[Cl-].[Cl-].[C:7]1([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[C:20](Cl)(=[O:22])[CH3:21]>ClC(Cl)C>[CH3:21][C:20]([C:17]1[CH:16]=[CH:15][C:14]([O:13][C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[CH:19][CH:18]=1)=[O:22]

Participants

6

Reactant 4

HCID 6367Acetyl chlorideHCID 7583Diphenyl EtherHCID 433294Lithium ChlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 2367834'-PhenoxyacetophenoneYield 90.3%

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent2×

Procedure

To an agitated mixture of lithium chloride (3.18 g., 0.075 mole) and aluminium chloride (20 g., 0.15 mol) in dichloroethane (20 ml) was slowly added diphenyl ether (8.51 g., 0.05 mole) and acetyl chloride (3.93 g., 0.05 mol) in dichloroethane (7 ml) following the procedure of example 9. The 4-phenoxyacetophenone obtained (9.57 g., 90.3% yield, m.p. 43.5°-51° C.) had a IH NMR purity of 90%.

Sources & evidence

ORD record
ord-d541164e59d44e3d8d86ff0aeb6b4903
Source dataset
uspto-grants-1991_11
Patent number
US05068447

Reaction notes

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