3-benzyloxy-1-methoxy-9H-xanthen-9-one → HCID 46932894, compound

HRID 83100Notes

Reaction equation

HRID 83100 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([O:24][CH3:25])[C:12]2[C:13](=[O:23])[C:14]3[C:19]([O:20][C:21]=2[CH:22]=1)=[CH:18][CH:17]=[CH:16][CH:15]=3)C1C=CC=CC=1.[H][H]>[Pd].C(O)C>[OH:8][C:9]1[CH:10]=[C:11]([O:24][CH3:25])[C:12]2[C:13](=[O:23])[C:14]3[C:19]([O:20][C:21]=2[CH:22]=1)=[CH:18][CH:17]=[CH:16][CH:15]=3

Participants

5

Reactant 2

HCID 469351193-benzyloxy-1-methoxy-9H-xanthen-9-oneHCID 178418361HCID 178418361, compound2×

Product 1

HCID 46932894HCID 46932894, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The compound (120 mg) prepared in Step 2 of Example 9, Pd/C (60 mg), and anhydrous ethanol (30 mL) were added and a hydrogen gas was supplied at a pressure of 50 psi, followed by hydrogen reduction reaction for 12 hours. The reaction mixture was filtered through celite and washed with 20 mL of DMF. The filtrate was combined, and the solvent was removed under reduced pressure. The resulting residue was directly used in the next reaction without further purification.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. washwashed with 20 mL of DMF
  3. customthe solvent was removed under reduced pressure
  4. customThe resulting residue was directly used in the next reaction without further purification

Sources & evidence

ORD record
ord-47408a8f12854ec7af33ccf82990eafb
Source dataset
uspto-grants-2014_09
Patent number
US08846749B2

Reaction notes

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