Hydrochloric Acid → 1-Heptanol, 7-chloro-

A mixture of 44 g of heptane diol, 400 ml of concentrated hydrochloric acid, 150 ml of toluene and 50 ml of water was stirred for two and half hours at reflux. The toluene fraction was removed and 200 ml of toluene were added to the aqueous fraction and the mixture was heated for five hours at 85° C. to 90° C. The toluene was removed and 200 ml of toluene and 100 ml of concentrated hydrochloric acid were added to the aqueous phase. The mixture was heated for five hours, then cooled and the organic fraction was combined with the two preceding toluene fractions. The toluene fraction was washed with water, dried and evaporated to dryness under reduced pressure, then distilled at 70° C. under 0.5 mm of mercury to obtain 37 g of the desired product.

1. temperatureat reflux
2. customThe toluene fraction was removed
3. addition200 ml of toluene were added to the aqueous fraction
4. temperaturethe mixture was heated for five hours at 85° C. to 90° C
5. customThe toluene was removed
6. addition200 ml of toluene and 100 ml of concentrated hydrochloric acid were added to the aqueous phase
7. temperatureThe mixture was heated for five hours
8. temperaturecooled
9. washThe toluene fraction was washed with water
10. customdried
11. customevaporated to dryness under reduced pressure
12. distillationdistilled at 70° C. under 0.5 mm of mercury

ORD record

ord-e842814f88404f46b1a28c29d3d33360

Source dataset

uspto-grants-1994_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05290771