Aluminium lithium hydride → HCID 22407900, compound

HRID 36142Notes

Reaction equation

HRID 36142 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([O:12][C:13]1[CH:14]=[C:15]([CH:25]=[CH:26][CH:27]=1)[O:16][CH2:17][CH2:18][CH2:19][C:20](OCC)=[O:21])[CH2:8][CH2:9][CH2:10][CH3:11]>CCOCC>[CH2:7]([O:12][C:13]1[CH:14]=[C:15]([CH:25]=[CH:26][CH:27]=1)[O:16][CH2:17][CH2:18][CH2:19][CH2:20][OH:21])[CH2:8][CH2:9][CH2:10][CH3:11]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 22407863Ethyl 4-(3-pentyloxyphenoxy)butyrate

Product 1

HCID 22407900HCID 22407900, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a suspension of 6.8 g of lithium aluminum hydride in 200 ml of anhydrous ether are added 26.2 g of ethyl 4-(3-pentyloxyphenoxy)butyrate dissolved in 100 ml of anhydrous ether. Addition is carried out at a rate which maintains reflux of the solvent. After 30 minutes, the mixture is cooled in an ice bath and quenched with water. 3N HCl is added; and the organic layer is separated, dried over magnesium sulfate, filtered, and concentrated under vacuum to yield 4-[3-(pentyloxy)phenoxy]butanol.

Workup

  1. additionAddition
  2. temperaturemaintains reflux of the solvent
  3. temperaturethe mixture is cooled in an ice bath
  4. customquenched with water
  5. addition3N HCl is added
  6. customand the organic layer is separated
  7. dry with materialdried over magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-0837cd21768f4167a71629a140e01036
Source dataset
uspto-grants-1995_05
Patent number
US05412137

Reaction notes

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