Dibromomethane → 1,3-Benzodioxole, 5-methyl-

Alternatively, a solution composed of 0.7 mol of the compound (V) obtained by the above process, 1.75 mols of sodium hydroxide, and a 2.8-fold amount by weight, based on (V), of water was added dropwise to a solution composed of a 1.6-fold amount by weight, based on (V), of water, 2.0 mols of dibromomethane, and 0.007 mol of tetra-n-butylammonium bromide over 5 hours under reflux condition. After completion of the dropwise addition, the mixture was maintained at the same temperature for 2 hours while stirring. After completion of the reaction, the reaction mixture was extracted with toluene and, after liquid separation, the toluene was distilled off from the resulting organic layer. Distillation of the residue gave 3,4-methylenedioxytoluene (VI-1) in 89% yield.

1. additionwas added dropwise to a solution
2. temperatureunder reflux condition
3. additionAfter completion of the dropwise addition
4. temperaturethe mixture was maintained at the same temperature for 2 hours
5. customAfter completion of the reaction
6. extractionthe reaction mixture was extracted with toluene
7. customafter liquid separation
8. distillationthe toluene was distilled off from the resulting organic layer
9. distillationDistillation of the residue

ORD record

ord-79a00de264ce45a2b4e3e4a6e4ea628d

Source dataset

uspto-grants-1982_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04335263