HCID 23454749, compound → HCID 23454742, compound

HRID 1680820Notes

Reaction equation

HRID 1680820 reaction equation
[ClH:1].C([O:9][C:10]1[CH:11]=[CH:12][C:13]2[O:17][C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[C:15]([N:24]3[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]3)[C:14]=2[CH:31]=1)C1C=CC=CC=1.[H][H]>[Pd].C(O)C>[OH2:9].[ClH:1].[OH:9][C:10]1[CH:11]=[CH:12][C:13]2[O:17][C:16]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)=[C:15]([N:24]3[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]3)[C:14]=2[CH:31]=1

Participants

5

Reactant 2

HCID 23454749HCID 23454749, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23454742HCID 23454742, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The mixture of 13.5 g of 1-(5-benzyloxy-2-phenyl-3-benzofuryl)-4-methylpiperazine hydrochloride, 125 ml of ethanol and 2.5 g of 10% palladium on charcoal is hydrogenated at a pressure of 2.7 atm and at ambient temperature until the hydrogen uptake ceases. The catalyst is filtered off, the filtrate evaporated and the residue triturated with acetone to afford the crystalline 1-(5-hydroxy-2-phenyl-3-benzofuryl)-4-methylpiperazine hydrochloride monohydrate melting at 253°-256° with decomposition.

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe filtrate evaporated
  3. customthe residue triturated with acetone

Sources & evidence

ORD record
ord-765d1b7d9212444589e80c90ef41c03d
Source dataset
uspto-grants-1981_06
Patent number
US04276294

Reaction notes

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