Ammonium Chloride → 2-(4-(5-(Trifluoromethyl)-2-pyridinyloxy)phenyl)ethanol

HRID 1728315Notes

Reaction equation

HRID 1728315 reaction equation
C([O:3][C:4](=O)[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][N:14]=2)=[CH:8][CH:7]=1)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[NH4+]>C(OCC)C.O>[F:21][C:19]([F:20])([F:22])[C:16]1[CH:17]=[CH:18][C:13]([O:12][C:9]2[CH:10]=[CH:11][C:6]([CH2:5][CH2:4][OH:3])=[CH:7][CH:8]=2)=[N:14][CH:15]=1

Participants

6

Reactant 3

HCID 25517Ammonium ChlorideHCID 21226445Aluminium lithium hydrideHCID 54168033HCID 54168033, compound

Product 1

HCID 190175502-(4-(5-(Trifluoromethyl)-2-pyridinyloxy)phenyl)ethanol

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

The (4-(5-(trifluoromethyl)-2-pyridinyloxy)phenyl)acetic acid ethyl ester (15.6 g, 48 mmol) was then added to a slurry of lithium aluminum hydride (2.3 g, 60 mmol) in ethyl ether (500 mL). The mixture was stirred overnight at room temperature. Then a saturated solution of ammonium chloride in water was added, and the title product, an oil, was separated from remaining solids by filtration. Yield 11 g.

Workup

  1. customthe title product, an oil, was separated
  2. filtrationby filtration

Sources & evidence

ORD record
ord-0dd82445be7041168a99accec4745483
Source dataset
uspto-grants-1994_07
Patent number
US05326766

Reaction notes

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