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

HRID 703374ノート

反応式

HRID 703374 の反応式
[OH:1][C:2]1[CH2:7][CH:6]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([O:14]CC3C=CC=CC=3)[CH:9]=2)[CH2:5][C:4](=[O:22])[CH:3]=1>C(O)C.[Pd]>[OH:1][C:2]1[CH2:7][CH:6]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([OH:14])[CH:9]=2)[CH2:5][C:4](=[O:22])[CH:3]=1

参加物

4

反応物 1

HCID 221498233-Hydroxy-5-(3-benzyloxyphenyl)cyclohex-2-en-1-one

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A solution of 20 g (0.068 mol) of 3-hydroxy-5-(3-benzyloxyphenyl)cyclohex-2-en-1-one in 250 mL of absolute ethanol was treated with 7.5 g of 5.0 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 L 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 L 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-36ec401b53eb47c8bff7f7f59ac294dd
出典データセット
uspto-grants-1991_01
特許番号
US04983211

反応ノート

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