Decanal → HCID 11052606, compound

Temperature

-74 °C

A solution of 1.25 mmol of the titanium compound of Example 2b in 60 ml of diethyl ether is cooled to -74° C. and 0.19 ml (0.1 mmol) of freshly distilled capraldehyde is added. The slightly yellow, clear solution is stirred for a further 2 hours at -74° C. and 5 ml of a 5N H2O/THF solution are added and the mixture is warmed to RT, stirred for a further hour at this temperature, filtered with suction and evaporated on a rotary evaporator. The crude product (1.13 g of clear, colourless oil) is flash-chromatographed (60 g of silica gel, 35 cm long, cross-section 2 cm, 5 ml/fraction, 0.4 bar, 10:1 toluene/ethanol) and is then distilled in a bulb tube (b.p.: ≈120-130 at 0.104 mbar). 0.141 g of product is obtained. Yield: 71%, ee: 95%.

1. temperaturethe mixture is warmed to RT
2. stirringstirred for a further hour at this temperature
3. filtrationfiltered with suction
4. customevaporated on a rotary evaporator
5. customThe crude product (1.13 g of clear, colourless oil) is flash-chromatographed (60 g of silica gel, 35 cm long
6. distillationis then distilled in a bulb tube (b.p.: ≈120-130 at 0.104 mbar)

ORD record

ord-e03dec5dcdb1435a89f5f83a0102836a

Source dataset

uspto-grants-1991_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05047557