HCID 67290904, compound → HCID 67291144, compound

HRID 511832Notes

Reaction equation

HRID 511832 reaction equation
[F:1][C:2]([F:17])([F:16])[CH2:3][O:4][C:5]1[CH:6]=[N:7][C:8]2[CH:9]([OH:15])[CH2:10][CH2:11][CH2:12][C:13]=2[CH:14]=1>ClCCl.[O-2].[Mn+4].[O-2]>[F:17][C:2]([F:1])([F:16])[CH2:3][O:4][C:5]1[CH:6]=[N:7][C:8]2[C:9](=[O:15])[CH2:10][CH2:11][CH2:12][C:13]=2[CH:14]=1

Participants

4

Reactant 1

HCID 67290904HCID 67290904, compound

Product 1

HCID 67291144HCID 67291144, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of 3-(2,2,2-trifluoroethoxy)-5,6,7,8-tetrahydroquinolin-8-ol (193 mg, 0.78 mmol) and manganese (IV) oxide (543 mg, 6.3 mmol) in dichloromethane (10 mL) was stirred at room temperature for 3 hours. Then, the mixture was filtered through a pad of Celite, and the filtrate was concentrated in vacuo. The residual solid was washed with diethyl ether to give 155 mg (81% yield) of the title compound as a pale yellow solid:

Workup

  1. filtrationThen, the mixture was filtered through a pad of Celite
  2. concentrationthe filtrate was concentrated in vacuo
  3. washThe residual solid was washed with diethyl ether

Sources & evidence

ORD record
ord-6e69784b48844c14b8e0bd4c684166f0
Source dataset
uspto-grants-2015_08
Patent number
US09101616B2

Reaction notes

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