Water → HCID 54509558, compound

HRID 371030Notes

Reaction equation

HRID 371030 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[Cl:7][C:8]1[CH:32]=[C:31]([C:33]([F:36])([F:35])[F:34])[CH:30]=[CH:29][C:9]=1[O:10][C:11]1[CH:28]=[CH:27][C:14]([O:15][CH:16]([CH3:26])[C:17]([O:24][CH3:25])=[CH:18][C:19](OCC)=[O:20])=[CH:13][CH:12]=1.[H-].O>CCOCC>[Cl:7][C:8]1[CH:32]=[C:31]([C:33]([F:34])([F:36])[F:35])[CH:30]=[CH:29][C:9]=1[O:10][C:11]1[CH:28]=[CH:27][C:14]([O:15][CH:16]([CH3:26])[C:17]([O:24][CH3:25])=[CH:18][CH2:19][OH:20])=[CH:13][CH:12]=1

Participants

6

Reactant 4

HCID 962WaterHCID 166653HydrideHCID 21226445Aluminium lithium hydrideHCID 53893716HCID 53893716, compound

Product 1

HCID 54509558HCID 54509558, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent3×

Procedure

To a slurry solution of LiAlH4 (200 mg) in anhydrous ether (5 ml) is added dropwise at 0°, a solution of ethyl 4-[4-(2-chloro-4-trifluoromethylphenoxy)phenoxy]-3-methoxy-2-pentenoate (400 mg) in anhydrous ether (5 ml). After addition is complete, the reaction mixture is stirred at 0° for about 10 minutes. Excess hydride is decomposed with wet ether and water. The mixture is filtered and filtrate washed, dried and evaporated to give 4-[4-(2-chloro-4-trifluoromethylphenoxy)phenoxy]-3-methoxy-2-penten-1-ol.

Workup

  1. additionAfter addition
  2. filtrationThe mixture is filtered
  3. washfiltrate washed
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-79fb457ae92d4b92aeddf67e6ee4e88f
Source dataset
uspto-grants-1985_07
Patent number
US04529438

Reaction notes

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