Diethyl Ether → HCID 54509558, compound

HRID 638483Notes

Reaction equation

HRID 638483 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 30 minutes. Wet ether and water are 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-2c4ec039d420426192dbdef4fca4ac93
Source dataset
uspto-grants-1985_12
Patent number
US04561882

Reaction notes

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