Sodium sulfide nonahydrate → HCID 87396433, compound

HRID 1662861Notes

Reaction equation

HRID 1662861 reaction equation
[CH2:1]([O:3][P:4]([C:9]([C:11]([P:13]([O:18][CH2:19][CH3:20])([O:15][CH2:16][CH3:17])=[O:14])=[CH2:12])=[CH2:10])([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].O.O.O.O.O.O.O.O.O.[S-2:30].[Na+].[Na+]>C(O)C>[CH2:16]([O:15][P:13]([CH:11]1[CH:9]([P:4]([O:6][CH2:7][CH3:8])([O:3][CH2:1][CH3:2])=[O:5])[CH2:10][S:30][CH2:12]1)([O:18][CH2:19][CH3:20])=[O:14])[CH3:17]

Participants

4

Reactant 2

HCID 73972Sodium sulfide nonahydrateHCID 23364349HCID 23364349, compound

Product 1

HCID 87396433HCID 87396433, compoundYield 84.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In ethanol, 2.02 g (6.19 mmols) of 2,3-bis(diethoxyphosphoryl)-1,3-butadiene was dissolved, to which 1.63 g (6.81 mmols) of commercially available sodium sulfide nonahydrate was added, followed by stirring at room temperature for 3 days. After completion of the reaction, the reaction mixture was dried over anhydrous sodium sulfate for 1 hour. Ethyl acetate was added to and the resulting mixture was charged into a silica gel column to dissolve out the specified substance with ethyl acetate. Thereafter, the solvent was removed, and the resulting crude product was purified with a silica gel column (ethyl acetate:chloroform=1:2) to obtain the specified substance in the form of a yellow oil at a yield of 1.88 g (yield: 84.3%).

Workup

  1. additionwas added
  2. customAfter completion of the reaction
  3. dry with materialthe reaction mixture was dried over anhydrous sodium sulfate for 1 hour
  4. additionEthyl acetate was added to and the resulting mixture
  5. additionwas charged into a silica gel column
  6. dissolutionto dissolve out the specified substance with ethyl acetate
  7. customThereafter, the solvent was removed
  8. customthe resulting crude product was purified with a silica gel column (ethyl acetate:chloroform=1:2)
  9. customto obtain the specified substance in the form of a yellow oil at a yield of 1.88 g (yield: 84.3%)

Sources & evidence

ORD record
ord-35d78a617c1b46bb8f1982d66677ccf7
Source dataset
uspto-grants-2011_10
Patent number
US08030438B2

Reaction notes

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