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

HRID 1282048Notes

Reaction equation

HRID 1282048 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)acetamide

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 mixture was stirred at room temperature for 1.5 hr and a saturated aqueous sodium sulfate solution (7 ml) was added at 100° C. The mixture was stirred at room temperature for 1 hr. The sediment was filtrated and the solvent was evaporated to give the title substance (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 filtrated
  4. customthe solvent was evaporated
  5. customto give the title substance (2.8 g) as a white solid

Sources & evidence

ORD record
ord-c4d905e5a74a4ff58a86c13de207735f
Source dataset
uspto-grants-2002_09
Patent number
US06455528B1

Reaction notes

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