Indene → HCID 15668661, compound

HRID 650301Notes

Reaction equation

HRID 650301 reaction equation
C(N(CC)CC)C.[CH2:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9]1.[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22](I)=[CH:21][CH:20]=1>CC([O-])=O.CC([O-])=O.[Pd+2].C(O)C>[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([C:9]2[CH2:10][C:11]3[C:16]([CH:8]=2)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:21][CH:20]=1

Participants

6

Reactant 3

HCID 7219IndeneHCID 8471TriethylamineHCID 696764-Iodoanisole

Product 1

HCID 15668661HCID 15668661, compoundYield 50.2%

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 702EthanolSolvent

Procedure

20 ml of triethylamine, 2.2 g (20 mmole) of indene, 4.68 g (20 mmole) of para-methoxy iodo-benzene and 0.134 g (0.6 mmole) of Pd(OAc)2 were stirred under reflux for 10 h. After that the mixture was cooled to room temperature and treated with 100 ml of ethanol. The crystalline precipitate was isolated, washed with cold ethanol and dried under vacuum to obtain 2.23 g (50%) of 2-(4-methoxy-phenyl)-indene.

Workup

  1. temperatureunder reflux for 10 h
  2. customThe crystalline precipitate was isolated
  3. washwashed with cold ethanol
  4. customdried under vacuum

Sources & evidence

ORD record
ord-84b4c662463644ab8ff7bf2216571e1b
Source dataset
uspto-grants-2001_08
Patent number
US06271411B1

Reaction notes

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