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ChemicalBook CAS DataBase List 4,4'-BIPHENYLDICARBONYL CHLORIDE

4,4'-BIPHENYLDICARBONYL CHLORIDE synthesis

11synthesis methods
-

Yield: 25.6 g (93%)

Reaction Conditions:

in tetrahydrofuran;N,N-dimethyl-formamide

Steps:

9 Synthesis of 1,1'-biphenyl-4,4'-di-N-hydroxysuccinimide Ester (IX)
Example 9 Synthesis of 1,1'-biphenyl-4,4'-di-N-hydroxysuccinimide Ester (IX) A mixture of 24.0 g (0.1 mol) of 1,1'-biphenyl-4,4'-dicarboxylic acid in 480 ml of dry tetrahydrofuran was treated with 60 ml of oxalyl chloride followed by 0.24 ml of dry DMF, stirred at room temperature for 10 minutes then heated to reflux for 90 minutes. The reaction was concentrated under reduced pressure to a yellow solid. This was taken up in 200 ml of dry tetrahydrofuran and concentrated under reduced pressure. This step was repeated 2 more times to drive off residual oxalyl chloride. The product was triturated with ether and collected by suction filtration to yield 25.6 g (93%) of 1,1'-biphenyl-4,4'-dicarbonyl chloride as a yellow solid.

References:

Ghoshal, Mitali;Vitone, Stephen;Sigler, Gerald F.;McNally, Alan J. US2001/44118, 2001, A1

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