Benzyl Alcohol → HCID 71625286, compound

Participants

Reaction Steps

Following the method used to prepare 24a, the use of 1a (0.21 mmol) and oxalyl chloride in THF followed by allowing the intermediate acid chloride to react with benzyl alcohol (33 μL, 0.32 mmol) in the presence of pyridine (54 μL, 0.68 mmol) provided 17 mg (20%) of product 17 as a pale yellow foam. 1H NMR (300 MHz, DMSO-d6) δ 2.59 (s, 3H), 5.36 (s, 2H), 6.89 (d, J=7 Hz, 1H), 6.95 (d, J=9 Hz, 1H), 7.22 (d, J=8 Hz, 2H), 7.24-7.27 (m, 2H), 7.31-7.39 (m, 5H), 7.43 (d, J=8 Hz, 1H), 12.45 (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, 67.48; H, 4.43; N, 3.42; S, 7.85; Cl, 8.98.

Provenance & Evidence