Water → HCID 14069390, compound

HRID 1492361Notes

Reaction equation

HRID 1492361 reaction equation
[S:1](S([O-])=O)([O-:3])=[O:2].[Na+].[Na+].[CH3:9][O:10][C:11]1[CH:18]=[CH:17][C:14]([CH2:15]Cl)=[CH:13][CH:12]=1.O.CN(C)[CH:22]=[O:23]>>[CH3:9][O:10][C:11]1[CH:18]=[CH:17][C:14]([CH2:15][S:1]([CH2:15][C:14]2[CH:17]=[CH:18][C:11]([O:23][CH3:22])=[CH:12][CH:13]=2)(=[O:3])=[O:2])=[CH:13][CH:12]=1

Participants

5

Reactant 4

HCID 962WaterHCID 6228DimethylformamideHCID 24489Sodium DithioniteHCID 699934-Methyloxybenzyl chloride

Product 1

HCID 14069390HCID 14069390, compoundYield 61%

Procedure

To a well-stirred suspension of 6.93 grams (40 mmol) of sodium hydrosulfite (Na2S2O4) in 70 ml N, N-dimethylformamide (DMF) was added 4.85 grams (31 mmol) of 4-methoxy benzyl chloride. The mixture was stirred for five hours at room temperature, then brought to 85° C. for 24 hours. The mixture was poured onto 250 ml of crushed ice, and the total volume brought to 700 ml with water. The hygroscopic solid product was isolated by filtration and recrystallized from toluene to give 2.9 grams (9.5 mmol, 61% yield) of bis(4-methoxy benzyl) sulfone as white plates (mp 182° C.).

Workup

  1. waitbrought to 85° C. for 24 hours
  2. customThe hygroscopic solid product was isolated by filtration
  3. customrecrystallized from toluene

Sources & evidence

ORD record
ord-40462f32118647f2a1ab1d29d36118e1
Source dataset
uspto-grants-1994_12
Patent number
US05374504

Reaction notes

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