Lithium Hydroxide → HCID 21878903, compound

Participants

Reaction Steps

A solution of 1-C (0.35 g, 1.2 mmol) and 10% LiOH (0.8 mL, 3.5 mmol) in THF (4 mL) and methanol (1 mL) was stirred at 25° C. for 2 h. The reaction mixture was diluted with 1 N NaOH (75 mL) and extracted with CH2Cl2 (3×25 mL). The aqueous layer was adjusted to pH˜2 with 10% HCl and extracted with EtOAc (3×50 mL). The combined organic layers were dried with Na2SO4, filtered, and concentrated in vacuo to yield 1-D as a brown solid (quantitative) which was used in the next step without further purification. 1H NMR (400 MHz, CD3OD): δ 7.57 (d, J=8.2 Hz, 2H), 7.42 (d, J=8.0 Hz, 2H), 6.51 (s, 1H), 3.67 (s, 2H), 1.68 (s, 9H); LCMS found for C15H16NO3S (M−H)−: m/z=290.

Provenance & Evidence