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
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-e2a030a0e5ff4a988a391925a6410e08

Source dataset

uspto-grants-1998_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05750699