1,2-Dibromoethane → HCID 17763021, compound

HRID 2227904Notes

Reaction equation

HRID 2227904 reaction equation
[CH:1]1([Li])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.Br[CH2:12][CH2:13]Br>C1COCC1>[CH:1]1([CH:7]([CH:6]2[C:12]3[C:13](=[CH:9][CH:1]=[CH:2][CH:3]=3)[CH:4]=[CH:5]2)[CH3:8])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

Participants

4

Reactant 2

HCID 78391,2-DibromoethaneHCID 178506815HCID 178506815, compound

Product 1

HCID 17763021HCID 17763021, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Am. Chem. Soc., 109 (1987) 6544-6545, to J. A. Ewen et al. discloses a process similar to the one of Collins wherein, as described in the supplementary material to the article, two equivalents of indenyllithium are reacted with 1,2-dibromoethane dissolved in THF by warming the reaction mixture from −91° C. to 25° C. and stirring for 4 h. Bisindenylethane was obtained in a crude yield of 60%. The product was recrystallized from ethanol.

Workup

  1. temperatureby warming the reaction mixture from −91° C. to 25° C.

Sources & evidence

ORD record
ord-9f76a8bd1a2a492fa3522228f2c13cac
Source dataset
uspto-grants-2002_07
Patent number
US06414206B2

Reaction notes

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