Acetyl chloride → 1-Acetyl-4-(4-phenylphenyl)benzene

HRID 36824

Reaction equation

C1([C:7]2[C:8]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:9][CH:10]=[CH:11][CH:12]=2)C=CC=CC=1.[C:19](Cl)(=[O:21])[CH3:20].[Cl-].[Al+3].[Cl-].[Cl-]>C1C=CC=CC=1>[C:19]([C:16]1[CH:17]=[CH:18][C:13]([C:8]2[CH:9]=[CH:10][C:11]([C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=3)=[CH:12][CH:7]=2)=[CH:14][CH:15]=1)(=[O:21])[CH3:20]

Participants

Conditions

Temperature: -5 °C

Procedure

After a mixture of 172 g of terphenyl, 860 ml of benzene, and 353 g of acetyl chloride was cooled to -5° C., it was added with a total of 200 g of anhydrous aluminium chloride in few instalments, and subjected to reaction at -5° C. for 1 hour and further at 10° C. for 1 hour. The solid materials thus formed were separated by filtration, washed with a total of 4 liter of methanol in few instalments, and then recrystallized from chloroform to obtain 121 g of 4-acetyl-p-terphenyl, 2. The yield was 59%.

Workup

customsubjected to reaction at -5° C. for 1 hour and further at 10° C. for 1 hour
customThe solid materials thus formed
customwere separated by filtration
washwashed with a total of 4 liter of methanol in few instalments
customrecrystallized from chloroform

Sources & evidence

ORD record: ord-fcf69c324b7543df958050b25c92f785
Source dataset: uspto-grants-1995_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05417885

Linked notes

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