2-(Tri-n-butylstannyl)thiophene → HCID 66919971, compound

Participants

Reaction Steps

A solution of 50 mg of 23e, 60 mg of 2-tributylstannylthiophene and 10 mg of tetrakis(triphenylphosphine)palladium(0) in 2 ml of toluene was heated at 125° C. for 16 hr under a nitrogen atmosphere. Reaction was cooled and applied onto silica gel column and eluted with a gradient of toluene/acetone. The fractions containing the product were pooled and concentrated and the remainder crystallized from ethylacetate/ether, providing 34 mg of 23f; Mp: 223-224° C. Rf 0.55 (toluene/acetone 2/1). LC-MS-ESI: [M+1] 527.08. NMR (CDCl3) δ 6.82 and 7.63 (2×s, Ar—H), 6.92, 7.16 and 7.41 (3×m 3, thienyl-H), 1.12 (t, 3, ethyl), 3.22 (m, 3, ethyl), 3.94 (s, 3, OCH3), 4.70 (bm, 1, CH2,) 3.80 (bm, 2, CH2), 3.55 (bm, 1, CH2), 3.02 and 3.20 (2×b.m, 2, CH2), 2.55 (b.m, 2, CH2), 1.60-2.00 (b.m, 4, CH2), 1.56 (s, 9, tertC4H9).

Provenance & Evidence