Sodium Hydroxide → HCID 21408043, compound

HRID 2072326Notes

Reaction equation

HRID 2072326 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([O:6][CH2:7][C:8]2[CH:20]=[CH:19][C:11]([O:12][C:13]([CH3:18])([CH3:17])[C:14](O)=[O:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[OH-].[Na+]>C1COCC1.O>[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([O:6][CH2:7][C:8]2[CH:20]=[CH:19][C:11]([O:12][C:13]([CH3:18])([CH3:17])[CH2:14][OH:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 21408020HCID 21408020, compound

Product 1

HCID 21408043HCID 21408043, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent3×

Procedure

A solution of 3.2 g. of 2-[4-(4-chlorophenoxymethyl)-phenoxy]-2-methylpropionic acid in 20 ml. of absolute THF is added dropwise to a mixture of 0.57 g. of LiAlH4 in 20 ml. of absolute THF. The mixture is boiled for 8 hours, 2 ml. of water in 3 ml. of THF and 4 ml. of 25% sodium hydroxide solution are added, the liquid is decanted off and the residue is washed with ether. Drying, filtering and evaporating the combined organic phases gives 2-[4-(4-chlorophenoxymethyl)-phenoxy]-2-methyl-propanol, m.p. 67°-70° C.

Workup

  1. customthe liquid is decanted off
  2. washthe residue is washed with ether
  3. customDrying
  4. filtrationfiltering
  5. customevaporating the combined organic phases

Sources & evidence

ORD record
ord-11d33675b6324b489f9ec28c9a69e2af
Source dataset
uspto-grants-1977_09
Patent number
US04051173

Reaction notes

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