HCID 20067717, compound → HCID 13298059, compound

HRID 982432Notes

Reaction equation

HRID 982432 reaction equation
C([O:8][CH2:9][CH2:10][CH:11]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:12]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1)[OH:13])C1C=CC=CC=1.[H][H]>C(O)C.[Pd]>[C:21]1([C:12]([C:14]2[CH:15]=[CH:16][C:17]([OH:20])=[CH:18][CH:19]=2)([OH:13])[CH:11]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:10][CH2:9][OH:8])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

5

Reactant 2

HCID 20067717HCID 20067717, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13298059HCID 13298059, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The evaporation residue obtained in step (c) is dissolved in 300 ml of 94% ethanol. Then 2 g of 5% palladium-on-charcoal are added. The reaction mixture is stirred at room temperature under a hydrogen atmosphere until one equivalent of hydrogen is consumed. The catalyst is filtered off. The solvent is evaporated, and the residue is crystallized from toluene. The yield is 12.7 g (38%) from desoxybenzoin) of a product having m.p. 192°-4° C.

Workup

  1. customis consumed
  2. filtrationThe catalyst is filtered off
  3. customThe solvent is evaporated
  4. customthe residue is crystallized from toluene

Sources & evidence

ORD record
ord-ee32f52738b34b8e96883e3440e85fd7
Source dataset
uspto-grants-1991_02
Patent number
US04996225

Reaction notes

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