Triphenylsulfonium chloride → HCID 86620811, compound

HRID 1454751Notes

Reaction equation

HRID 1454751 reaction equation
[K].[CH2:2]([O:4][C:5](=[O:11])[CH:6]([C:9]#[N:10])[CH:7]=[O:8])[CH3:3].[Cl-].[C:13]1([S+:19]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>O>[C:26]1([S+:19]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1.[CH2:2]([O:4][C:5](=[O:11])[CH:6]([C:9]#[N:10])[CH:7]=[O:8])[CH3:3]

Participants

5

Reactant 3

HCID 61343Triphenylsulfonium chlorideHCID 5462222PotassiumHCID 11008001HCID 11008001, compound

Product 1

HCID 86620811HCID 86620811, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Procedure

Into a solution of potassium salt of 3-oxo-2-cyanopropanoic acid ethyl ester (1.79 g, 10 mmol) in water (10 ml) was added a 50% solution of triphenylsulfonium chloride in water (5.96 g, 10 mmol). The reaction mixture turned cloudy. Water (15 ml) was added and the mixture was extracted with chloroform (2×25 ml) followed by drying over MgSO4. The removal of the solvent on a rotary evaporator under reduced pressure gave desired product as yellow crystalline material. Yield 3.2 g (80%).

Workup

  1. extractionthe mixture was extracted with chloroform (2×25 ml)
  2. dry with materialby drying over MgSO4
  3. customThe removal of the solvent
  4. customon a rotary evaporator under reduced pressure

Sources & evidence

ORD record
ord-d54caf9591924161af5917e920c0a530
Source dataset
uspto-grants-2009_01
Patent number
US07482113B2

Reaction notes

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