1-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-bromoindoline → 1-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-bromoindole

HRID 1790471Notes

Reaction equation

HRID 1790471 reaction equation
[F:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([N:14]3[C:22]4[C:17](=[CH:18][CH:19]=[C:20]([Br:23])[CH:21]=4)[CH2:16][CH2:15]3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH2:7][N:8]2[CH2:9][CH2:10][CH:11]([N:14]3[C:22]4[C:17](=[CH:18][CH:19]=[C:20]([Br:23])[CH:21]=4)[CH:16]=[CH:15]3)[CH2:12][CH2:13]2)=[CH:24][CH:25]=1

Participants

4

Reactant 1

HCID 220378891-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-bromoindoline

Product 1

HCID 220381881-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-bromoindoleYield 482.4%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

1-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-bromoindoline (0.1 g) was dissolved in chloroform (27 ml). After adding manganese dioxide (2.75 g), the resultant mixture was heated under reflux for 4 hr. Then manganese dioxide was filtered off and the filtrate was concentrated under reduced pressure to give the title compound (0.480 g) as a yellow oil (yield: 96.5%).

Workup

  1. temperatureunder reflux for 4 hr
  2. filtrationThen manganese dioxide was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-6b87a79f9fe34323bdf1bb84914aa04a
Source dataset
uspto-grants-2006_07
Patent number
US07071201B2

Reaction notes

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