Carbon Dioxide → HCID 18923484, compound

Temperature

-78 °C

To a solution of 2,4-dichloro-1-isopropoxybenzene (3.53 g) in tetrahydrofuran (35 ml) was added n-butyl lithium solution (1.6 Mol solution in n-hexane, 11 ml) through a syringe at -78° C. After stirring for one hour at -78° C., the mixture was poured into dry diethyl ether (50 ml) containing pulverized dry ice in a few minutes. After warming to ambient temperature, the mixture was concentrated in vacuo. The residue was partitioned between diethyl ether (50 ml) and aqueous 10% sodium hydroxide solution (100 ml). The aqueous layer was adjusted to pH 2 with 10% hydrochloric acid. The separated oil was extracted with dichloromethane. The extract was washed with water, dried, and evaporated under reduced pressure. The residue was crystallized from n-hexane to give 2,6-dichloro-3-isopropoxybenzoic acid (3.0 g).

1. additioncontaining
2. customin a few minutes
3. temperatureAfter warming to ambient temperature
4. concentrationthe mixture was concentrated in vacuo
5. customThe residue was partitioned between diethyl ether (50 ml) and aqueous 10% sodium hydroxide solution (100 ml)
6. extractionThe separated oil was extracted with dichloromethane
7. washThe extract was washed with water
8. customdried
9. customevaporated under reduced pressure
10. customThe residue was crystallized from n-hexane

ORD record

ord-4db508c7dac745e89def1f5cdd90f9e0

Source dataset

uspto-grants-1996_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05574042