1-Iodonaphthalene → HCID 18413732, compound

HRID 650308Notes

Reaction equation

HRID 650308 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[C:10]1(I)[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12][CH:11]=1>CC([O-])=O.CC([O-])=O.[Pd+2]>[C:18]1([C:2]2[CH2:3][C:4]3[C:9]([CH:1]=2)=[CH:8][CH:7]=[CH:6][CH:5]=3)[C:19]2[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 70041-IodonaphthaleneHCID 7219Indene

Product 1

HCID 18413732HCID 18413732, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 167845palladium(II) acetateCatalyst

Procedure

20 ml of triethylarine, 2.2 g (20 mmole) of indene, 5.08 g (20 mmole) of 1-naphtyl-iodide 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 evaporated. The residual oil was recrystallized from ethanol and dried under vacuum to obtain 1.5 g (31%) of the product.

Workup

  1. temperatureunder reflux for 10 h
  2. customevaporated
  3. customThe residual oil was recrystallized from ethanol
  4. customdried under vacuum

Sources & evidence

ORD record
ord-badf71f341064d25b680ea02cefcd71f
Source dataset
uspto-grants-2001_08
Patent number
US06271411B1

Reaction notes

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