(3-Chloro-4-[[(4-dipropylamino-butyl)-methyl-amino]-methyl]-phenyl)-methanol → HCID 23155409, compound

HRID 2080867Notes

Reaction equation

HRID 2080867 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:22][OH:23])[CH:5]=[CH:6][C:7]=1[CH2:8][N:9]([CH2:11][CH2:12][CH2:13][CH2:14][N:15]([CH2:19][CH2:20][CH3:21])[CH2:16][CH2:17][CH3:18])[CH3:10]>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][C:7]=1[CH2:8][N:9]([CH2:11][CH2:12][CH2:13][CH2:14][N:15]([CH2:19][CH2:20][CH3:21])[CH2:16][CH2:17][CH3:18])[CH3:10])[CH:22]=[O:23]

Participants

4

Reactant 1

HCID 23155369(3-Chloro-4-[[(4-dipropylamino-butyl)-methyl-amino]-methyl]-phenyl)-methanol

Product 1

HCID 23155409HCID 23155409, compoundYield 88.7%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

The compound (290.8 mg) obtained in Example 77-4 was dissolved in chloroform (6 ml). The reaction solution was added with manganese dioxide (1.4331 g) and the whole was stirred at room temperature for 22 hours. The catalyst was filtrated out through Celite. The filtrate was concentrated under reduced pressure, thereby obtaining the subject compound (256.4 mg) as a colorless oily substance.

Workup

  1. filtrationThe catalyst was filtrated out through Celite
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c6437f74b1f1402fa4c82388ba496e7d
Source dataset
uspto-grants-2011_04
Patent number
US07932281B2

Reaction notes

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