Water → HCID 90175305, compound

Participants

Reaction Steps

To a solution of 2,6-bis(trimethysilyl)-4,8-bis(2-ethylhexyloxy)benzo[1,2-b:4,5-b′]diselenophene (11) (0.29 g, 0.423 mmol) in THF (10 mL) was added 1.3 mL of tetrabutylammonium fluoride (1 M solution in THF). The resulted solution was stirred for 3 hours at room temperature water was added (40 mL) then extracted with chloroform (2×40 mL). The extract was dried over MgSO4 (anhydrous), and concentrated in vacuo. The residue was purified by column chromatography on silica gel (hexane:CH2Cl2, 98:2) to give yellow oil (0.21 g, 92%). 1H-NMR(CDCl3): δ 7.90 (d, J=5.9 Hz, 2H), 7.73 (d, J=5.9 Hz, 2H), 4.12 (d, J=5.5 Hz, 4H), 1.80 (m, 2H), 1.35-1.70 (m, 12H), 1.03 (t, J=4.9 Hz, 6H), 0.94 (t, J=4.8 Hz, 6H). MS (EI) Calculated. 540.5 found [M+1]+ 541.5.

Provenance & Evidence