HCID 18771474, compound → HCID 53642941, compound

HRID 1387645Notes

Reaction equation

HRID 1387645 reaction equation
[CH3:1][S:2]([NH:5][CH2:6][C:7]1[CH:16]=[CH:15][C:10]([C:11](OC)=[O:12])=[CH:9][CH:8]=1)(=[O:4])=[O:3].[H-].[H-].[H-].[H-].[Li+].[Al+3].CO.C(Cl)(Cl)Cl>C1COCC1>[CH3:1][S:2]([NH:5][CH2:6][C:7]1[CH:16]=[CH:15][C:10]([CH2:11][OH:12])=[CH:9][CH:8]=1)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 18771474HCID 18771474, compoundHCID 21226445Aluminium lithium hydrideHCID 21584188Chloroform methanol

Product 1

HCID 53642941HCID 53642941, compoundYield 80.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of methyl 4-[(methanesulfonamido)methyl]benzoate (3.6 g, 15 mmol) in THF (150 mL) was added LiAlH4 (1 M in THF, 30 mL, 30 mmol). The reaction mixture was stirred at rt for 1 h and poured into 10% MeOH/CHCl3 containing silica gel. The solids were removed by filtration, washed with 10% MeOH/CHCl3 and the combined washings were evaporated to yield the title compound as a white solid (2.6 g, 80%).

Workup

  1. additioncontaining silica gel
  2. customThe solids were removed by filtration
  3. washwashed with 10% MeOH/CHCl3
  4. customthe combined washings were evaporated

Sources & evidence

ORD record
ord-22d6454bc5e54339942b9dbe058c5025
Source dataset
uspto-grants-2001_07
Patent number
US06268370B1

Reaction notes

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