Isopropanol → HCID 131729975, compound

Participants

Reaction Conditions

Reaction Steps

4,6-Dichlororesorcinol (25 g, 0.14 mol), epichlorohydrin (129 g, 1.4 mol) and isopropyl alcohol (100 ml) were added to a three-neck round bottom flask equipped with a reflux condenser and a mechanic stirrer. A solution of sodium hydroxide (12 g) in water (14 g) was placed in an addition funnel. The flask contents were raised to 75° C. The sodium hydroxide solution was added over 6 hours while the reaction was held at 75° C. After the slow addition the reaction was held at 83° C. for an additional 2 hours. The material was filtered and the solvent was removed. The product was then redissolved in toluene and washed with deionized water. The product in toluene was collected after one wash and passed through a silica gel column. The product was collected by removal of the solvent. Yield 50%, mp 78° C., 1H NMR (CDCl3): δppm 2.7-2.9 (4H), 3.3 (2H), 3.9-4.3 (4H), 6.7-7.3 (2H).

Provenance & Evidence