1,3-Cyclopentadiene, 5-(1-methylethylidene)- → 2-Bromo-9H-fluorene

HRID 1987445Notes

Reaction equation

HRID 1987445 reaction equation
[Br:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][C:8](Br)=[CH:9][CH:10]=3)[CH2:5][C:4]=2[CH:3]=1.CC(C)=C1C=CC=C1>>[Br:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[CH2:5][C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 1374671,3-Cyclopentadiene, 5-(1-methylethylidene)-HCID 1400732,7-Dibromofluorene

Product 1

HCID 143362-Bromo-9H-fluorene

Procedure

2-Bromoethylbenzene was obtained from 2-ethylaniline (Acros) as described in Hansch, C.; Geiger, C. J. Org. Chen. 1959, 24, 1025. Cyclopentadiene was obtained by thermal cracking of dicyclopentadiene (Acros). 2,7-Dibromo-9H-fluorene [Kajigaeshi, S.; Kakinami, T.; Moriwaki, M.; Tanaka, T.; Fujisaki, S.; Okamoto, T. Bull. Chem. Soc. Jap. 1989, 62, 439], 6,6-dimethylfulvene [Buttrus, N. H.; Comforth, J.; Hitchcock, P. B.; Kumar, A.; Stuart, A. S. J. Chem. Soc., Perkin Trans. 1 1987, 851], and 2-bromo-9H-fluorene [Kajigaeshi, S.; Kakinami, T.; Moriwaki, M.; Tanaka, T.; Fujisaki, S.; Okamoto, T. Bull. Chem. Soc. Jap. 1989, 62, 439] were prepared according to the published methods.

Sources & evidence

ORD record
ord-29c6300719f04705b77ef76dcf49e9eb
Source dataset
uspto-grants-2009_06
Patent number
US07550544B2

Reaction notes

Loading…