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

HRID 1084672ノート

反応式

HRID 1084672 の反応式
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

参加物

4

反応物 2

HCID 702EthanolHCID 178458878HCID 178458878、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 23938Palladium触媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-be5bd19659b84f2cad92852c5df8c360
出典データセット
uspto-grants-1991_04
特許番号
US05006159

反応ノート

読み込み中…