2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 2,3-Difluoro-4'-pentyl-1,1'-biphenyl

HRID 1534271Notes

Reaction equation

HRID 1534271 reaction equation
[CH2:1]([CH:6]1[CH2:11][CH2:10][C:9]([C:12]2[C:13]([F:19])=[C:14]([F:18])[CH:15]=[CH:16][CH:17]=2)=[CH:8][CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5].C(C1C(=O)C(Cl)=C(Cl)C(=O)C=1C#N)#N>C1(C)C=CC=CC=1>[CH2:1]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[C:13]([F:19])=[C:14]([F:18])[CH:15]=[CH:16][CH:17]=2)=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 144956434-Pentyl-(2,3-difluorophenyl)-cyclohexene

Product 1

HCID 105874252,3-Difluoro-4'-pentyl-1,1'-biphenyl

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 0.225 mol of 3-(4-pentylcyclohexenyl) -1,2-difluorobenzene (analogous to Example 6) and 0.55 mol of DDQ in 1.5 1 of toluene is heated to boiling for 2 hours. The mixture is subsequently worked up as customary, b.p. 0.5 : 125° C.

Workup

  1. custom125° C.

Sources & evidence

ORD record
ord-32651e0bc0c3437f8e91459b636666c4
Source dataset
uspto-grants-1992_02
Patent number
US05087764

Reaction notes

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