Ethyl Acetate → HCID 13760261, compound

HRID 2416571Notes

Reaction equation

HRID 2416571 reaction equation
[CH3:1][O:2][CH:3]([O:16][CH3:17])[CH2:4][NH:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1)(=[O:8])=[O:7].[H-].[Na+].[CH3:20][O:21][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=1)[CH2:25]Br.C(OCC)(=O)C>CN(C=O)C>[CH3:17][O:16][CH:3]([O:2][CH3:1])[CH2:4][N:5]([CH2:25][C:24]1[CH:27]=[CH:28][CH:29]=[C:22]([O:21][CH3:20])[CH:23]=1)[S:6]([C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1)(=[O:8])=[O:7]

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 3846450N-(2,2-dimethoxyethyl)-4-methylbenzenesulfonamideHCID 40672073-Methoxybenzyl bromide

Product 1

HCID 13760261HCID 13760261, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

13.0 g (50 mmol) of N-(2,2-dimethoxyethyl)-4-methylbenzenesulfonamide was dissolved in 40 ml of DMF. 2.01 g (50 mmol) of sodium hydride was added to the obtained solution at room temperature. After stirring for 10 minutes, 9.18 g (46 mmol) of 3-methoxybenzyl bromide was added to the obtained mixture, and they were stirred for 2 hours. After the treatment with ethyl acetate as the extraction solvent in an ordinary manner, the obtained crude product was purified by the silica gel column chromatography to obtain the title compound.

Workup

  1. stirringwere stirred for 2 hours
  2. customwas purified by the silica gel column chromatography

Sources & evidence

ORD record
ord-48856534d9504b08be42916e00d1b60b
Source dataset
uspto-grants-2004_11
Patent number
US06825181B1

Reaction notes

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