Indene → 2-[3,5-Bis(trifluoromethyl)phenyl]-1H-indene

HRID 650304Notes

Reaction equation

HRID 650304 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.I[C:11]1[CH:16]=[C:15]([C:17]([F:20])([F:19])[F:18])[CH:14]=[C:13]([C:21]([F:24])([F:23])[F:22])[CH:12]=1>CC([O-])=O.CC([O-])=O.[Pd+2].C(N(CC)CC)C>[F:18][C:17]([F:19])([F:20])[C:15]1[CH:16]=[C:11]([C:2]2[CH2:3][C:4]3[C:9]([CH:1]=2)=[CH:8][CH:7]=[CH:6][CH:5]=3)[CH:12]=[C:13]([C:21]([F:22])([F:23])[F:24])[CH:14]=1

Participants

5

Reactant 2

HCID 7219IndeneHCID 6309701-Iodo-3,5-bis(trifluoromethyl)benzene

Product 1

HCID 120106252-[3,5-Bis(trifluoromethyl)phenyl]-1H-indene

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 8471TriethylamineSolvent

Procedure

20 ml of triethylamine, 2.2 g (20 mmole) of indene, 6.8 g (20 mmole) of 1-iodo-3,5-bis(trifluoromethyl)-benzene and 0.134 g (0.6 mmole) and 0.134 g (0.6 mmole) of Pd(OAc)2 were stirred under relux for 12 h. After it all triethylamine was removed under reduced pressure. The residue was treated with the mixture 50 ml of water and 50 ml of diethyl ether.

Workup

  1. customAfter it all triethylamine was removed under reduced pressure
  2. additionThe residue was treated with the mixture 50 ml of water and 50 ml of diethyl ether

Sources & evidence

ORD record
ord-f1e9133ef0e54f7295b0c949d591a90e
Source dataset
uspto-grants-2001_08
Patent number
US06271411B1

Reaction notes

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