p-Toluenesulfonic acid → HCID 21406968, compound

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.

1. temperatureThe resulting mixture was heated under reflux conditions for a period of about 19 hours
2. customthe reaction period
3. temperaturethe reaction mixture was cooled
4. customexcess methanol removed by rotary evaporation
5. customThe residual oil thus obtained
6. additionwas mixed with 400 ml
7. washof methylene chloride and the resulting solution washed with 400 ml
8. customThe organic layer was separated from the resulting mixture
9. dry with materialdried over sodium sulfate
10. customthe methylene chloride removed by rotary evaporation
11. customThe white solid thus obtained
12. customwas recrystallized from hexane
13. customAs a result of such operations

ORD record

ord-5c44cafcb1174968aa461cd4513e2824

Source dataset

uspto-grants-1976_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US03972913