Sodium Hydroxide → HCID 70025298, compound

HRID 1169310Notes

Reaction equation

HRID 1169310 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([O:10][CH2:11][C:12]1[CH:21]=[CH:20][C:15]([C:16](OC)=[O:17])=[CH:14][CH:13]=1)[CH2:8][CH3:9].[OH-].[Na+].S([O-])([O-])(=O)=O.[Mg+2]>C(OCC)C.O>[CH2:7]([O:10][CH2:11][C:12]1[CH:13]=[CH:14][C:15]([CH2:16][OH:17])=[CH:20][CH:21]=1)[CH2:8][CH3:9]

Participants

7

Reactant 4

HCID 14798Sodium HydroxideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 21226445Aluminium lithium hydrideHCID 22990084HCID 22990084, compound

Product 1

HCID 70025298HCID 70025298, compoundYield 100.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 3283Diethyl EtherSolvent2×

Procedure

Into a suspension of lithium aluminum hydride (0.40 g) in diethyl ether (25 ml) was added dropwise at 0° C. a solution of methyl 4-(propoxymethyl)benzoate (2.09 g) in diethyl ether (25 ml) over a period of one hour. After stirring at room temperature for 2 hours, water (0.4 ml), a 15% aqueous solution of sodium hydroxide (0.4 ml) and water (0.4 ml) were added to the reaction mixture at 0° C., and the resulting mixture was stirred at room temperature for 2 hours. After addition of magnesium sulfate, the solid was removed by filtration. The filtrate was evaporated under reduced pressure to remove the solvent to obtain 4-(propoxymethyl)benzyl alcohol (1.81 g) as a colorless oily substance.

Workup

  1. stirringthe resulting mixture was stirred at room temperature for 2 hours
  2. customthe solid was removed by filtration
  3. customThe filtrate was evaporated under reduced pressure
  4. customto remove the solvent

Sources & evidence

ORD record
ord-bb7130e7b92743098151321043a47474
Source dataset
uspto-grants-2003_09
Patent number
US06627651B1

Reaction notes

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