Triethylamine → HCID 86757243, compound

HRID 650306Notes

Reaction equation

HRID 650306 reaction equation
C(N(CC)CC)C.[CH2:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]3[CH:20]=[CH:19][CH:18]=[CH:17][C:15]3=2)[CH:10]=[CH:9]1.[C:21]1(I)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CC([O-])=O.CC([O-])=O.[Pd+2].C(O)C>[C:21]1([C:9]2[CH2:8][C:16]3[C:11]([CH:10]=2)=[CH:12][CH:13]=[C:14]2[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=32)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 11575IodobenzeneHCID 117450041H-Benz[e]indene

Product 1

HCID 86757243HCID 86757243, compoundYield 50%

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 702EthanolSolvent

Procedure

20 ml of triethylamine, 3.32 g (20 mmole) of benzindene, 4.08 g (20 mmole) of phenyl-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 treated with 100 ml of ethanol. The crystalline precipitate was isolated, washed with ethanol and dried under vacuum to obtain 2.4 g (50%) of the mixture of two isomers.

Workup

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

Sources & evidence

ORD record
ord-1bb46393001b45bb81e3c69ac02444ec
Source dataset
uspto-grants-2001_08
Patent number
US06271411B1

Reaction notes

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