Ammonium Chloride → HCID 66919828, compound

Participants

Reaction Steps

To a solution of 680 mg of 21f in 20 ml of THF and 0.5 ml of ethanol was added dropwise 0.56 ml of a 2M solution of LiBH4 in THF. The reaction was stirred for 3 hr. The reaction was poured onto 5% NH4Cl solution, and the product was extracted into ethylacetate. The extract was dried and concentrated to provide 620 mg of product 21g which was used as is in the next step; Rf (Hept./ethyl acetate 1/1) 0.21. NMR (CDCl3) δ 7.35, 7.10, and 6.92 (3×m, 3, thienyl-H), 6.70 and 7.33 (2×s, 2, Ar—H); 5.10 (bd, 1, CHO), 4.65 (bm, 1, CH), 3.50-3.90 (bm, 6, CHO+CH2O+CH+CH2), 3.82 (s, 3, OCH3), 2.90+3.12 (2×bm, 2, CH2) 2.50 (b.m, 2, CH2) 1.60-2.05 (bm, 4, 2×CH2) 1.42 and 1.25 (2×s, 6, 2×CH3) 1.56 (s, 9, tertC4H9).

Provenance & Evidence