Iodoethane → HCID 22407012, compound

Temperature

-78 °C

To a solution of 2,7-dichlorofluorene (1.0 g, 4.3 mmol) in 3 mL of THF was added n-BuLi (2 mL, 5.0 mmol) at -78° C. under argon and the solution was stirred at -78° C. for 0.5 hours. A solution of C2H5I (0.78 g, 5.0 mmol) in 1 mL of THF was poured into the solution and stirred at -78° for 15 min, quenched with NH4Cl solution, concentrated and extracted the residue with ethyl acetate, dried with MgSO4 and evaporated to get the crude product which was purified by silica gel column chromatography using hexane as the eluent to obtain 1.35 g (74%) of 2,7-dichloro-9-ethylfluorene was a white solid, mp 80°-83° C.: IR: 3435, 1453, 1422, 1296, 1160, 1072, 885, 807 cm-1.H1NMR (CDCl3, 300 MHz) δ 7.2-7.8 (m, 6H), 3.9-4.1 (t, 1H), 2.0-2.2 (m, 2H), 0.6-0.8 (t, 3H).

1. stirringstirred at -78° for 15 min
2. customquenched with NH4Cl solution
3. concentrationconcentrated
4. extractionextracted the residue with ethyl acetate
5. dry with materialdried with MgSO4
6. customevaporated
7. customto get the crude product which
8. customwas purified by silica gel column chromatography

ORD record

ord-db54e57a65204db7b37b2d06f30d8634

Source dataset

uspto-grants-1995_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05472973