7-(Benzyloxy)-4-hydroxy-2H-1-benzopyran-2-one → 4,7-Dihydroxycoumarin

HRID 1723

反応式

HRID 1723 の反応式
C([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([OH:20])=[CH:14][C:15](=[O:19])[O:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>[Pd].CO>[OH:20][C:13]1[C:12]2[C:17](=[CH:18][C:9]([OH:8])=[CH:10][CH:11]=2)[O:16][C:15](=[O:19])[CH:14]=1

参加物

4

反応物 1

HCID 547084427-(Benzyloxy)-4-hydroxy-2H-1-benzopyran-2-one

生成物 1

HCID 546796304,7-Dihydroxycoumarin収率 90%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

A 300 cc autoclave was charged with 7-benzyloxy-4-hydroxycoumarin (3 g, 3.7 mmol), prepared in accordance with Example 5, 5% Pd on carbon (0.18 g) and 85 mL of methanol and the autoclave was purged with N2. The autoclave was pressurized with H2 to a pressure of about 100 psi and maintained at that pressure. The exothermic reaction was carried out at ~50° C. for ~2hrs. After the completion of hydrogenolysis, the reactor was flushed with N2 and the contents were transferred into a beaker using a long pipet. The mixture containing Pd/C was dried over MgSO4 and filtered through a frit. The filtrate was evaporated to dryness and finally dried overnight at 45° C. The purity of the material as determined by LC was 95%; yield ~90%. The product was characterized by NMR.

後処理

  1. customthe autoclave was purged with N2
  2. temperaturemaintained at that pressure
  3. customThe exothermic reaction
  4. waitwas carried out at ~50° C. for ~2hrs
  5. customAfter the completion of hydrogenolysis, the reactor was flushed with N2
  6. additionThe mixture containing Pd/C
  7. dry with materialwas dried over MgSO4
  8. filtrationfiltered through a frit
  9. customThe filtrate was evaporated to dryness and finally dried overnight at 45° C

出典と根拠

ORDレコード
ord-0732293e181346eba1ff8d891ce02cf4
出典データセット
uspto-grants-1998_03
特許番号
US05726296

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