1-Dodecanethiol → HCID 131733391, compound

Participants

Reaction Steps

To a solution of 20 (1.3 g, 2.4 mmol) in CH2Cl2 (25 mL) at 0° C. was added ZnBr2 (0.59 g, 2.6 mmol) followed by 1-dodecane thiol (1.1 mL, 4.8 mmol). Then the reaction mixture was stirred for 10 minutes, diluted with CH2Cl2 (60 mL), then NaHCO3 (sat) solution was added dropwise and the mixture was filtered through a pad of celite. The aqueous layer was separated and further extracted with CH2Cl2. The combined organic solution was dried with Na2SO4, volatiles were removed in vacuo to provide crude product and column chromatography on silica gel using [hexane/EtOAc (90:10)] provided 21 (1.12 g, 2.22 mmol, 93%) as a clear liquid.

Provenance & Evidence