Indene → HCID 15534874, compound

HRID 650300Notes

Reaction equation

HRID 650300 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.[Cl:17][C:18]1[CH:23]=[CH:22][C:21](I)=[CH:20][CH:19]=1>CC([O-])=O.CC([O-])=O.[Pd+2].C(O)C>[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([C:9]2[CH2:10][C:11]3[C:16]([CH:8]=2)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:20][CH:19]=1

Participants

6

Reactant 3

HCID 7219IndeneHCID 8471TriethylamineHCID 125101-Chloro-4-iodobenzene

Product 1

HCID 15534874HCID 15534874, compoundYield 56%

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 702EthanolSolvent

Procedure

20 ml of triethylamine, 2.2 g (20 mmole) of indene, 4.77 g (20 mmole) of para-chloro 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 2.53 g (56%) of 2-(4-chloro-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-be75f777d4aa440493f2f761a0db252c
Source dataset
uspto-grants-2001_08
Patent number
US06271411B1

Reaction notes

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