HCID 15124704, compound → HCID 178424721, compound

HRID 359446Notes

Reaction equation

HRID 359446 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:8]2([OH:28])[CH2:13][CH2:12][N:11]([C:14]3[N:15]=[N:16][C:17]([O:20]CC4C=CC=CC=4)=[CH:18][CH:19]=3)[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.[H][H]>[Pd].COCCO>[OH:28][C:8]1([C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[CH:3]=2)[CH2:9][CH2:10][N:11]([C:14]2[N:15]=[N:16][C:17]([OH:20])=[CH:18][CH:19]=2)[CH2:12][CH2:13]1

Participants

5

Reactant 2

HCID 15124704HCID 15124704, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 178424721HCID 178424721, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 80192-MethoxyethanolSolvent

Procedure

A mixture of 6.1 parts of 4-(3-methylphenyl)-1-[6-(phenylmethoxy)-3-pyridazinyl]-4-piperidinol and 250 parts of 2-methoxyethanol was hydrogenated at normal pressure and at room temperature with 2 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The residue was boiled in 2-propanol. The product was filtered off and dried, yielding 4.5 parts (97%) of 6-[4-hydroxy-4-(3-methylphenyl)-1-piperidinyl]-3-pyridazinol: mp. 264.6° C. (compound 269).

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. filtrationThe product was filtered off
  4. customdried

Sources & evidence

ORD record
ord-413e3bed416a4517a48985906709b7ee
Source dataset
uspto-grants-1991_03
Patent number
US05001125

Reaction notes

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