HCID 68763541, compound → HCID 68764177, compound

HRID 1628570Notes

Reaction equation

HRID 1628570 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([OH:28])[C:10]1[N:14]([CH2:15][CH2:16][CH2:17][OH:18])[C:13]2[C:19]([N:23]([CH2:26][CH3:27])[CH2:24][CH3:25])=[CH:20][CH:21]=[CH:22][C:12]=2[N:11]=1>O1CCCC1.[O-2].[O-2].[Mn+4]>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]([C:10]1[N:14]([CH2:15][CH2:16][CH2:17][OH:18])[C:13]2[C:19]([N:23]([CH2:26][CH3:27])[CH2:24][CH3:25])=[CH:20][CH:21]=[CH:22][C:12]=2[N:11]=1)=[O:28]

Participants

4

Reactant 1

HCID 68763541HCID 68763541, compound

Product 1

HCID 68764177HCID 68764177, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 3-{2-[(2,4-dichlorophenyl) (hydroxy)methyl]-7-(diethylamino)-1H-benzimidazol-1-yl}propan-1-ol (1.18 g, 2.79 mmol) and manganese dioxide (2.43 g, 27.9 mmol) in tetrahydrofuran (14 mL) was stirred for 1.5 h at room temperature. The reaction mixture was filtrated and the filtrate was concentrated in vacuo to afford the desired product as a yellow solid (1.16 g, 2.76 mmol, 99%).

Workup

  1. filtrationThe reaction mixture was filtrated
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-4b3f49c315154e74a0272d860ff9a1b6
Source dataset
uspto-grants-2014_07
Patent number
US08785460B2

Reaction notes

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