Hydrochloric Acid → HCID 19881348, compound

HRID 847398Notes

Reaction equation

HRID 847398 reaction equation
[C:1]([SeH:10])(=[Se])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)O.[OH-:11].[Na+].[C:13](=O)([O-])[O-].[Na+].[Na+].S(S([O-])=O)([O-])=O.[Na+].[Na+].[CH3:27][C:28]1[CH:35]=[CH:34][C:31](CBr)=[CH:30][CH:29]=1.Cl.[OH2:37]>C(O)C>[CH3:13][C:6]1[CH:7]=[CH:8][C:2]([CH2:1][Se:10][C:29]2[CH:30]=[CH:31][CH:34]=[CH:35][C:28]=2[C:27]([OH:37])=[O:11])=[CH:3][CH:5]=1

Participants

9

Reactant 7

HCID 313Hydrochloric AcidHCID 962WaterHCID 7721p-Xylyl bromideHCID 10340Sodium CarbonateHCID 14798Sodium HydroxideHCID 24489Sodium DithioniteHCID 178515948HCID 178515948, compound

Product 1

HCID 19881348HCID 19881348, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 20.1 g (0.05 mol) diselenosalicylic acid in 20 ml water is added 15.0 g (0.375 mol) sodium hydroxide in one portion with stirring. After dissolution 39.75 g (0.375 mol) sodium carbonate and 23.9 g (0.1375 mol) sodium dithionite are added and the mixture is heated to reflux for 2 h, allowed to cool to room temperature and 30.1 g (0.1625 mol) 4-methylbenzyl bromide in 125 ml ethanol is added dropwise within 15 minutes, followed by stirring overnight. The reaction mixture is acidified under stirring with 150 ml aqueous hydrochloric acid (32%), the white precipitate is filtered off, washed with 200 ml water and dried. The residue is purified by recrystallization from ethyl acetate.

Workup

  1. additionare added
  2. temperaturethe mixture is heated
  3. temperatureto reflux for 2 h
  4. stirringby stirring overnight
  5. filtrationthe white precipitate is filtered off
  6. washwashed with 200 ml water
  7. customdried
  8. customThe residue is purified by recrystallization from ethyl acetate

Sources & evidence

ORD record
ord-5a89bb4d7f5b405e99a80632c2104ea4
Source dataset
uspto-grants-1992_08
Patent number
US05141955

Reaction notes

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