p-Toluenesulfonic acid → HCID 21406968, compound

Participants

Reaction Steps

34.5 Grams of the product of Example 2 was mixed with 0.5 grams of p-toluenesulfonic acid and 400 ml. of methanol. The resulting mixture was heated under reflux conditions for a period of about 19 hours. Following the reaction period, the reaction mixture was cooled and excess methanol removed by rotary evaporation. The residual oil thus obtained was mixed with 400 ml. of methylene chloride and the resulting solution washed with 400 ml. of a 10% Na2CO3 solution and three-400 ml. portions of water. The organic layer was separated from the resulting mixture, dried over sodium sulfate and the methylene chloride removed by rotary evaporation. The white solid thus obtained was recrystallized from hexane. As a result of such operations, the desired α-(chloromethyl)-3,5-dichloro-α-(2,2,2-trichloroethyl)benzenemethanol product was obtained as a white crystalline solid having a melting point of 69°-70.5° C.

Provenance & Evidence