Iodoethane → 9-Ethyl-9H-fluorene

HRID 871191Notes

Reaction equation

HRID 871191 reaction equation
[CH:1]1[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[Li][CH2:15][CH2:16]CC.ICC>>[CH2:15]([CH:12]1[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[C:5]2[C:13]1=[CH:1][CH:2]=[CH:3][CH:4]=2)[CH3:16]

Participants

4

Reactant 3

HCID 6340IodoethaneHCID 6853FluoreneHCID 178418339Butyllithium

Product 1

HCID 168019-Ethyl-9H-fluoreneYield 97.5%

Procedure

Fluorene (5.0 g, 30.1 mmol), n-BuLi (16 ml, 40 mmol, 2.5 M in hexane), RX=iodoethane (7.04 g, 45.1 mmol). 41 was isolated as yellow oil (5.7 g, 97%). Analytical data were identical to those in the literature (K. D. Bartle, P. M. G. Bavin, D. W. Jones, R. L'Amie, Tetrahedron 1970, 26, 911).

Sources & evidence

ORD record
ord-254fceaf47f8491e919b2fad3dd7405e
Source dataset
uspto-grants-2015_03
Patent number
US08969624B2

Reaction notes

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