Toluene → Diphenylmethane

HRID 444028Notes

Reaction equation

HRID 444028 reaction equation
[CH2:1]1[CH2:11][CH2:10]N2[C:4](=NCCC2)[CH2:3][CH2:2]1.[C:12]1([CH3:18])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[C:12]1([CH2:18][C:4]2[CH:3]=[CH:2][CH:1]=[CH:11][CH:10]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[C:12]1([CH:18]([C:4]2[CH:3]=[CH:2][CH:1]=[CH:11][CH:10]=2)[C:1]2[CH:11]=[CH:10][CH:4]=[CH:3][CH:2]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 1140TolueneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

Product 2

HCID 7580DiphenylmethaneHCID 10614Triphenylmethane

Procedure

Mono-, di- or tri-phenylacetic acids were reacted with 1.5 molar equivalents of DBU to produce the corresponding toluene, diphenylmethane or triphenylmethane in yields of 80, 100 and 100% respectively. All reactions were carried out over a period of 2 to 3 hrs. using 240° C., 90° C. and 40° C., respectively, as the average reaction temperature.

Sources & evidence

ORD record
ord-a82d8bef8d1c4dcf9dffc000abc1b66e
Source dataset
uspto-grants-1981_04
Patent number
US04262157

Reaction notes

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