Yield:-

Reaction Conditions:

with hydrogen in water at 29.84; under 6000.6 Torr; for 8 h;Autoclave;

Steps:

17

As the reactor, an autoclave made of SUS 316 (content volume: 190 ml) and the autoclaveAnd a glass inner container inside the Reube were used.First, as shown in Table 3, 0.050 g of the Ir - Re catalyst [Ir - ReOX / SiO 2 - 1] obtained in Production Example 1 and 3.0 g of water were placed in a glass inner container,The reactor was sealed,After replacing the inside of the reactor with hydrogen, the temperature was raised to 200 ° C.,The Ir - Re catalyst was reduced by heating at 8 MPa for 1 hour.After completion of the reduction,Cooling and opening the autoclave,0.21 g of crotonaldehyde was added,The reactor was sealed again and replaced with hydrogen.Subsequently, the temperature of the reactor was controlled to 30 ° C.,Hydrogen was added so that the pressure became 0.8 MPa,The reaction was carried out at a stirring rotation number of 500 rpm for 8 hours.Incidentally,After completion of the reaction, gas chromatography (GC) or NMR measurement was carried out on the obtained reaction liquid, and quantitative analysis was carried out.The reaction results are shown in Table 3. Reduction reaction of each substrate (unsaturated carbonyl compound) with hydrogen was carried out in the same manner as in Example 12 except that the substrate and the reaction time were changed as shown in Table 3. The reaction results are shown in Table 3.

References:

JP2015/48349,2015,A Location in patent:Paragraph 0074-0076