Acetyl chloride → 4'-Phenoxyacetophenone

HRID 1194581Notes

Reaction equation

HRID 1194581 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 12. The 4-phenoxyacetophenone obtained (9.57 g., 90.3% yield, m.p. 43.5°-51° C. had 1H NMR purity of 90%.

Sources & evidence

ORD record
ord-82c940c616334ae29d9495df326cab42
Source dataset
uspto-grants-1989_03
Patent number
US04814508

Reaction notes

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