Ethanol → 3-Hydroxy-5-(3-hydroxyphenyl)cyclohex-2-en-1-one

HRID 1084672노트

반응식

HRID 1084672 반응식
C([C:5]1[C:6](=[O:26])[CH2:7][CH:8]([C:12]2[CH:17]=[CH:16][C:15](OCC3C=CC=CC=3)=[CH:14][CH:13]=2)[CH2:9][C:10]=1[OH:11])(=O)CC.C([OH:29])C>[Pd]>[OH:11][C:10]1[CH2:9][CH:8]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([OH:29])[CH:13]=2)[CH2:7][C:6](=[O:26])[CH:5]=1

참가 물질

4

반응물 2

HCID 702EthanolHCID 178458878HCID 178458878, 화합물

생성물 1

HCID 200622803-Hydroxy-5-(3-hydroxyphenyl)cyclohex-2-en-1-one

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

A solution of 20 g (0.068 mol) of 2-propionyl-3-hydroxy-5-(4-benzyloxyphenyl)cyclohex-2-en-1-one in 250 mL of absolute ethanol was treated with 7.5 g of 5 percent palladium on carbon and shaken in a Parr® hydrogenator under 50 pounds of hydrogen pressure for 2 hours at room temperature. The reaction mixture was filtered through diatomaceous earth, diluted with 1 liter of water and extracted thrice with 100 mL portions of ethyl acetate. The combined extracts were washed with an aqueous saturated NaCl solution, dried over MgSO4, filtered, concentrated and cooled to precipitate the desired above named product as a greyish-white solid in a yield of 9.8 g (71 percent of theoretical). The product melted at 140°-150° C./ dec.

후처리

  1. filtrationThe reaction mixture was filtered through diatomaceous earth
  2. additiondiluted with 1 liter of water
  3. extractionextracted thrice with 100 mL portions of ethyl acetate
  4. washThe combined extracts were washed with an aqueous saturated NaCl solution
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. temperaturecooled
  9. customto precipitate the

출처 및 근거

ORD 기록
ord-be5bd19659b84f2cad92852c5df8c360
출처 데이터셋
uspto-grants-1991_04
특허 번호
US05006159

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