Water → HCID 14069391, compound

HRID 1492362Notes

Reaction equation

HRID 1492362 reaction equation
[S:1](S([O-])=O)([O-:3])=[O:2].[Na+].[Na+].Cl[CH2:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1.O>CN(C=O)C>[C:11]1([CH2:10][S:1]([CH2:10][C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]=[CH:13][CH:12]=2)(=[O:3])=[O:2])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 962WaterHCID 68451-ChloromethylnaphthaleneHCID 24489Sodium Dithionite

Product 1

HCID 14069391HCID 14069391, compoundYield 100.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a well-stirred suspension of 7.3 grams (42 mmol) of sodium hydrosulfite (Na2S2O4) in 30 ml DMF was added 5.0 grams (28.3 retool) of 1-chloromethylnaphthalene. The mixture was stirred at room temperature for 12 hours, then brought to 85° C. for 24 hours. The warm mixture was poured onto 400 ml crushed ice, and the total volume brought to 700 ml with water. The precipitated solids were filtered to give 4.91 grams (14.2 mmol, 100% yield) of bis(1-naphthylmethyl) sulfone. Pure material was obtained by recrystallization from toluene (mp 220° C.).

Workup

  1. waitbrought to 85° C. for 24 hours
  2. additionThe warm mixture was poured onto 400 ml
  3. customcrushed ice
  4. filtrationThe precipitated solids were filtered

Sources & evidence

ORD record
ord-238a8acb377542de91eb392ff8e21f9e
Source dataset
uspto-grants-1994_12
Patent number
US05374504

Reaction notes

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