Sodium Sulfate → N-(4-(hydroxymethyl)benzyl)acetamide

HRID 1282131Notes

Reaction equation

HRID 1282131 reaction equation
[H-].[Li+].[Al+3].[H-].[H-].[H-].[C:7]([NH:10][CH2:11][C:12]1[CH:21]=[CH:20][C:15]([C:16](OC)=[O:17])=[CH:14][CH:13]=1)(=[O:9])[CH3:8].S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[OH:17][CH2:16][C:15]1[CH:20]=[CH:21][C:12]([CH2:11][NH:10][C:7](=[O:9])[CH3:8])=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 15550681Methyl 4-(acetamidomethyl)benzoateHCID 21226445Aluminium lithium hydride

Product 1

HCID 15550683N-(4-(hydroxymethyl)benzyl)acetamideYield 104.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a suspension of aluminum lithium hydride (570 mg) in tetrahydrofuran (80 ml) was added a solution of methyl 4-acetamidomethylbenzoate (3.1 g) in tetrahydrofuran (20 ml) under ice-cooling. The reaction mixture was stirred at room temperature for 1.5 hr. A saturated aqueous sodium sulfate solution (7 ml) was added at 10° C., and the mixture was stirred at room temperature for 1 hr. The sediment was filtered off and the solvent was evaporated to give the title compound (2.8 g) as a white solid.

Workup

  1. temperaturecooling
  2. stirringthe mixture was stirred at room temperature for 1 hr
  3. filtrationThe sediment was filtered off
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-ec584f7c8f55481682ae9e39db981ca6
Source dataset
uspto-grants-2002_09
Patent number
US06455528B1

Reaction notes

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