Indene → HCID 21771204, compound

HRID 650299Notes

Reaction equation

HRID 650299 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.[N+:17]([C:20]1[CH:25]=[CH:24][C:23](I)=[CH:22][CH:21]=1)([O-:19])=[O:18]>CC([O-])=O.CC([O-])=O.[Pd+2].C(O)C>[N+:17]([C:20]1[CH:25]=[CH:24][C:23]([C:9]2[CH2:10][C:11]3[C:16]([CH:8]=2)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:22][CH:21]=1)([O-:19])=[O:18]

Participants

6

Reactant 3

HCID 7219IndeneHCID 8471TriethylamineHCID 124951-Iodo-4-nitrobenzene

Product 1

HCID 21771204HCID 21771204, compoundYield 41%

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 702EthanolSolvent

Procedure

20 ml of triethylamine, 2.2 g (20 mmole) of indene, 4.98 g (20 mmole) of para-nitro 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 yellow precipitate was isolated, recrystallized from ethanol, washed with cold ethanol and dried under vacuum to obtain 1.94 g (41%) of 2-(4-nitro-phenyl)-indene.

Workup

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

Sources & evidence

ORD record
ord-f6d8be023d4446ce9ae6800e5c9ae209
Source dataset
uspto-grants-2001_08
Patent number
US06271411B1

Reaction notes

Loading…