Benzyl Alcohol → HCID 71625285, compound

Participants

Reaction Steps

Following the method used to prepare 24a, the use of 1b (0.23 mmol) and oxalyl chloride in THF followed by allowing the intermediate acid chloride to react with benzyl alcohol (35 μL, 0.34 mmol) in presence of pyridine (54 μL, 0.68 mmol) provided 35 mg (37%) of product 16 as a pale yellow foam. 1H NMR (300 MHz, DMSO-d6) δ 2.34 (s, 3H), 5.35 (s, 2H), 7.00 (d, J=9 Hz, 2H), 7.20 (d, J=9 Hz, 1H), 7.26 (d, J=9 Hz, 2H), 7.29-7.38 (m, 6H), 7.47 (d, J=9 Hz, 1H), 12.44 (s, 1H). LC-MS (CI): m/z 408.1 [(M+H)+ C23H18ClNO2S requires 407.6]. Purity (100%). Calcd for C23H18ClNO2S: C, 67.72; H, 4.45; N, 3.43; S, 7.86; Cl, 8.69. Found: C, 67.53; H, 4.55; N, 3.42; S, 8.09; Cl, 8.45.

Provenance & Evidence