Diethyl Ether → HCID 54509558, compound

HRID 2296533Notes

Reaction equation

HRID 2296533 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].CCOCC.[Cl:12][C:13]1[CH:37]=[C:36]([C:38]([F:41])([F:40])[F:39])[CH:35]=[CH:34][C:14]=1[O:15][C:16]1[CH:33]=[CH:32][C:19]([O:20][CH:21]([CH3:31])[C:22]([O:29][CH3:30])=[CH:23][C:24](OCC)=[O:25])=[CH:18][CH:17]=1>O>[Cl:12][C:13]1[CH:37]=[C:36]([C:38]([F:39])([F:41])[F:40])[CH:35]=[CH:34][C:14]=1[O:15][C:16]1[CH:33]=[CH:32][C:19]([O:20][CH:21]([CH3:31])[C:22]([O:29][CH3:30])=[CH:23][CH2:24][OH:25])=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 3283Diethyl Ether3×HCID 21226445Aluminium lithium hydrideHCID 53893716HCID 53893716, compound

Product 1

HCID 54509558HCID 54509558, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of lithium aluminum hydride (200 mg) and anhydrous ether (5 ml.) is added dropwise at 0°, a mixture of ethyl 4[4-(2-chloro-4-trifluoromethylphenoxy)phenoxy]-3-methoxy-2-pentenoate (400 mg) and ether (5 ml.). After addition is complete, the mixture is stirred for about minutes. Wet ether and water is added to destroy excess hydride. Filtration and evaporation of filtrate gives 4-[4-(2-chloro-4-trifluoromethylphenoxy)phenoxy]-3-methoxy-2-penten-1-ol.

Workup

  1. additionis added dropwise at 0°
  2. additionAfter addition
  3. customto destroy excess hydride
  4. filtrationFiltration and evaporation of filtrate

Sources & evidence

ORD record
ord-be9f0568e4284629bbd2e2599c3d9bed
Source dataset
uspto-grants-1984_01
Patent number
US04429167

Reaction notes

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