2',4'-Dihydroxyacetophenone → 4-Ethylresorcinol

HRID 1072947

반응식

HRID 1072947 반응식
[CH3:1][C:2]([C:4]1[CH:5]=[CH:6][C:7]([OH:11])=[CH:8][C:9]=1[OH:10])=O>[Ni].CO>[CH2:2]([C:4]1[CH:5]=[CH:6][C:7]([OH:11])=[CH:8][C:9]=1[OH:10])[CH3:1]

참가 물질

4

반응물 1

HCID 69902',4'-Dihydroxyacetophenone

생성물 1

HCID 179274-Ethylresorcinol

시약·촉매·용매 2

HCID 935Nickel촉매HCID 887Methanol용매

반응 조건

온도
70 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d4fdc6d9a08d495ab1395da717378d7d
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06911562B2

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