Water → Neopentyl 5-bromonaphthalene-2-sulfonate

Participants

Reaction Steps

Solid neopentyl alcohol (2.7 grams; 30.8 mmol) was added at room temperature to a solution of 5-bromonaphthalene-2-sulfonyl chloride (8.5 grams; 28 mmol) in 40 mL of pyridine. The reaction mixture was stirred at room temperature overnight (about 16 hours). The reaction mixture was co-distilled with toluene (about 100 mL) and the resulting oil poured into water to give a pale yellow solid which was filtered and dried. The solid was further purified by silica gel chromatography (EtOAc: Hexane 1:8). Yield: 8.9 gm (89%).

Provenance & Evidence