Formaldehyde → HCID 23453816, compound

HRID 1277372Notes

Reaction equation

HRID 1277372 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=[O:3])[CH3:2].[CH2:16]=O.[Cl-:18].[CH3:19][NH2+:20][CH3:21]>Cl.C(O)C>[Cl-:18].[CH3:19][NH+:20]([CH2:16][CH2:2][C:1](=[O:3])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH3:21]

Participants

6

Reactant 3

HCID 712FormaldehydeHCID 111599031-((1,1'-Biphenyl)-2-yl)ethan-1-oneHCID 12954980Dimethylazanium;chloride

Product 1

HCID 23453816HCID 23453816, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

A solution of 10.1 g. of 2-acetyl-1,1'-biphenyl in 100 ml. of ethanol containing 7.6 g. of paraformaldehyde, 9.7 g. of dimethylaminium chloride and one drop of concentrated hydrochloric acid was heated to reflux and stirred for sixteen hours. After cooling the reaction mixture to room temperature, the solvent was removed by evaporation. The residue thus formed was crystallized from ethanol and diethyl ether to give 3.6 g of N,N-dimethyl-3-oxo-3-(1,1'-biphenyl-2-yl)propylaminium chloride. M.P. 130°-131° C.

Workup

  1. temperatureto reflux
  2. customthe solvent was removed by evaporation
  3. customThe residue thus formed
  4. customwas crystallized from ethanol and diethyl ether

Sources & evidence

ORD record
ord-1226fcfb7ec547e29e32c08f1a4c880e
Source dataset
uspto-grants-1981_07
Patent number
US04277471

Reaction notes

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