Dibenzofuran → 2,8-Bis(3-methylbenzoyl)dibenzofuran

HRID 66184

Reaction equation

HRID 66184 reaction equation
[CH:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:14]1([CH3:23])[CH:19]=[CH:18][CH:17]=[C:16]([C:20](Cl)=[O:21])[CH:15]=1.[Cl-].[Al+3].[Cl-].[Cl-]>C(=S)=S>[CH3:23][C:14]1[CH:15]=[C:16]([CH:17]=[CH:18][CH:19]=1)[C:20]([C:2]1[CH:3]=[CH:4][C:5]2[O:6][C:7]3[CH:13]=[CH:12][C:11]([C:20](=[O:21])[C:16]4[CH:17]=[CH:18][CH:19]=[C:14]([CH3:23])[CH:15]=4)=[CH:10][C:8]=3[C:9]=2[CH:1]=1)=[O:21]

Participants

5

Reactant 3

HCID 568DibenzofuranHCID 743753-Methylbenzoyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 203406932,8-Bis(3-methylbenzoyl)dibenzofuran

Reagents, catalysts & solvents 1

HCID 6348Carbon DisulfideSolvent

Procedure

2,8-Bis(3-methylbenzoyl)dibenzofuran is prepared according to the procedure of Step 1, Example 1. Dibenzofuran (42 g, 0.25 mole), m-toluoyl chloride (82 g, 0.53 mole), and anhydrous aluminum chloride (73 g, 0.55 mole) are reacted in carbon disulfide (250 ml) for 24 hours at 20°. The desired compound is obtained after recrystallization of the crude product from toluene, yield 22 g (23% of theory), mp 180°-1°.

Sources & evidence

ORD record
ord-14e6c5a7c74846c5a59b0578c74c9470
Source dataset
uspto-grants-1978_12
Patent number
US04130664

Linked notes

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