HCID 19030865, compound → HCID 19030736, compound

HRID 266784Notes

Reaction equation

HRID 266784 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[CH2:21][OH:22])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[O-2].[O-2].[Mn+4].C(Cl)(Cl)Cl>[CH2:1]([N:8]1[CH2:9][CH2:10][CH:11]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[CH:21]=[O:22])[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 19030865HCID 19030865, compound

Product 1

HCID 19030736HCID 19030736, compoundYield 83.3%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

A mixture of N-(1-benzyl-4-piperidinyl)-o-hydroxymethylaniline (2.9 g), chloroform (100 ml) and manganese dioxide (12 g) is refluxed for 1 hour. After cooling, the mixture is filtered and the filtrate is concentrated. The resulting residue is purified by silica gel column chromatography (eluent; dichloromethane) to give N-(1-benzyl-4-piperidinyl)-o-formylaniline (2.4 g) as yellow powders, m.p. 87°-90° C.

Workup

  1. temperatureis refluxed for 1 hour
  2. temperatureAfter cooling
  3. filtrationthe mixture is filtered
  4. concentrationthe filtrate is concentrated
  5. customThe resulting residue is purified by silica gel column chromatography (eluent; dichloromethane)

Sources & evidence

ORD record
ord-29eb229db1394b1e909d61f26fdf5343
Source dataset
uspto-grants-1997_07
Patent number
US05652247

Reaction notes

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