Hydrochloric Acid → HCID 68131661, compound

HRID 1658659Notes

Reaction equation

HRID 1658659 reaction equation
[ClH:1].[C:2]1([C:8]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)([CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[OH:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:22]=O.[F:24][C:25]1[CH:30]=[CH:29][C:28]([C:31](=[O:33])[CH3:32])=[CH:27][CH:26]=1.Cl>C(O)(C)C>[ClH:1].[F:24][C:25]1[CH:30]=[CH:29][C:28]([C:31](=[O:33])[CH2:32][CH2:22][N:13]2[CH2:14][CH2:15][CH:10]([C:8]([OH:9])([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:11][CH2:12]2)=[CH:27][CH:26]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 98284'-FluoroacetophenoneHCID 15722Azacyclonol hydrochloride [NF]

Product 1

HCID 68131661HCID 68131661, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolCatalyst

Procedure

A mixture of 30.4 g (0.1 mole) of α,α -diphenyl-4-piperidinemethanol hydrochloride, 9 g (0.3 mole) of paraformaldehyde and 13.8 g (0.1 mole) of 4' -fluoroacetophenone in 100 ml of isopropyl alcohol containing 2 drops of concentrated HCl was refluxed for 24 hours. The mixture was filtered and the filtrate concentrated to about 100 ml and cooled. The resulting precipitate was filtered off and recrystallized from ethanol and isopropyl alcohol to give the desired product, M.P. 250° C.

Workup

  1. temperaturewas refluxed for 24 hours
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate concentrated to about 100 ml
  4. temperaturecooled
  5. filtrationThe resulting precipitate was filtered off
  6. customrecrystallized from ethanol and isopropyl alcohol

Sources & evidence

ORD record
ord-00d0a11516944b14ba59952125e8865f
Source dataset
uspto-grants-1976_06
Patent number
US03965257

Reaction notes

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