Hydrogen Peroxide → HCID 53882928, compound

Temperature

0 °C

A solution of 6-chloro-3-isopropyl-1H-indene (6.45 g) in anhydrous tetrahydrofuran (15 ml) was added to a solution of borane:tetrahydrofuran complex (84.3 ml of 1.0M solution) at 0° C. under nitrogen atmosphere. The temperature of the reaction solution was kept below 5° C. during the addition. After the addition, the solution was further stirred at 0° C. for 0.5 hr and at room temperature for 2 hr. The solution was cooled to 0° C. and water (100 ml) was added, followed by 6N NaOH solution (100 ml) and hydrogen peroxide (100 ml, 30% aqueous solution). The mixture was stirred for one hour, then potassium carbonate (100 g) was added, ad the whole mixture was extracted with diethyl ether (3×150 ml). The combined ether extracts was washed with water, dried (MgSO4) and condensed to give an oil. This oil was purified by flash chromatography to give trans-5-chloro-1-isopropyl-2-indanol (6.67 g).

1. customat 0° C.
2. additionThe temperature of the reaction solution was kept below 5° C. during the addition
3. additionAfter the addition
4. temperatureThe solution was cooled to 0° C.
5. stirringThe mixture was stirred for one hour
6. extractionad the whole mixture was extracted with diethyl ether (3×150 ml)
7. washThe combined ether extracts was washed with water
8. customdried
9. custom(MgSO4) and condensed
10. customto give an oil
11. customThis oil was purified by flash chromatography

ORD record

ord-748cac11db99451ebdbcb253c94d3b7b

Source dataset

uspto-grants-1987_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04666925