2',4'-Dihydroxyacetophenone → 4-Ethylresorcinol

温度

70 °C

2,4-dihydroxy acetophenone (76 g, 0.5 mole) was charged in a 1 liter autoclave reactor along with methanol (300 ml), and Raney Nickel (15.2 g—washed several times with water and water/methanol to a pH of 7.0) and 750 mg of Pd/C. The autoclave was checked for leaks with 100-200 psi of nitrogen. The autoclave was pressurized to 300 psi with hydrogen and stirred at 70° C. for 8 hrs. During this time 95% of the theoretical value for hydrogen was consumed. The reaction was vented and the contents were filtered through a milipore filter to give a light yellow solution. Concentration of this solution in vacuo gave a solid. This solid was crystalized from 1,2-dichloroethane to give 4-ethyl resorcinol in 70% isolated yield. The unreacted 2,4-dihydroxy acetophenone was recovered (˜27%) from the reaction mixture and was recycled. The structure of 4-ethyl resorcinol was characterized by using the NMR, Gas Chromatography, IR and Mass spectroscopy.

1. washwashed several times with water and water/methanol to a pH of 7.0) and 750 mg of Pd/C
2. customDuring this time 95% of the theoretical value for hydrogen was consumed
3. filtrationthe contents were filtered through a milipore
4. filtrationfilter
5. customto give a light yellow solution
6. customConcentration of this solution in vacuo gave a solid
7. customThis solid was crystalized from 1,2-dichloroethane

ORDレコード

ord-d4fdc6d9a08d495ab1395da717378d7d

出典データセット

uspto-grants-2005_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06911562B2