Reaction #74968

Reaction equation

6-tert-butyl-1,2,3,4,9,9-hexachloro-1,4,4a,8a-tetrahydro-1,4-methanonaphthalene-5,8-dione

→

crystals

6-tert-butyl-1,2,3,4,9,9-hexachloro-1,4-dihydro-1,4-methanonaphthalene-5,8-diol

Solvents

methanol

Conditions

Workup

1. 1
   workup.DISSOLUTIONwere dissolved in 50 ml
2. 2
   Temperaturethe solution was refluxed strongly for three hours
3. 3
   OtherEvaporation of the methanol
4. 4
   Otheryielded an oily material which
5. 5
   Otherupon recrystallization twice from Skelly B

Procedure

10 g. of 6-tert-butyl-1,2,3,4,9,9-hexachloro-1,4,4a,8a-tetrahydro-1,4-methanonaphthalene-5,8-dione, prepared according to Example 8, were dissolved in 50 ml. of methanol. A few drops of pyridine were added and the solution was refluxed strongly for three hours. Evaporation of the methanol yielded an oily material which upon recrystallization twice from Skelly B gave white needle crystals melting at 96° C.-98° C.

Source