Water → 3-(4-Bromophenyl)propane-1,2-diol

A mixture of 90 parts of 2-(4-bromophenylmethyl)oxirane, 8 parts of ethanedoic acid, 100 parts of water and 300 parts of 1,4-dioxane is stirred and refluxed overnight. The reaction mixture is evaporated. The residue is dissolved in trichloromethane. The solution is washed with 110 parts of a sodium hydroxide solution 10%, dried, filtered and evaporated. The residue is distilled (bp. 165° C. at 0.6 mm. pressure). The distillate is crystallized from 2,2'-oxybispropane. The product is filtered off and dried, yielding 25 parts of 3-(4-bromophenyl)-1,2-propanediol; mp. 60.6° C.

1. temperaturerefluxed overnight
2. customThe reaction mixture is evaporated
3. dissolutionThe residue is dissolved in trichloromethane
4. washThe solution is washed with 110 parts of a sodium hydroxide solution 10%
5. customdried
6. filtrationfiltered
7. customevaporated
8. distillationThe residue is distilled (bp. 165° C. at 0.6 mm. pressure)
9. customThe distillate is crystallized from 2,2'-oxybispropane
10. filtrationThe product is filtered off
11. customdried

ORD record

ord-b9e8e38b54234f68acde7f8ff09d3231

Source dataset

uspto-grants-1980_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04181664