p-Toluenesulfonic acid → HCID 66824283, compound

HRID 1966161Notes

Reaction equation

HRID 1966161 reaction equation
C[O:2][C:3]1(OC)[CH2:6][C:5]([CH2:10][C:11]#[N:12])([CH2:7][C:8]#[N:9])[CH2:4]1.C1(C)C=CC(S(O)(=O)=O)=CC=1.C([O-])(O)=O.[Na+]>CC(C)=O>[O:2]=[C:3]1[CH2:6][C:5]([CH2:7][C:8]#[N:9])([CH2:10][C:11]#[N:12])[CH2:4]1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 516892Sodium BicarbonateHCID 33695225HCID 33695225, compound

Product 1

HCID 66824283HCID 66824283, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a mixture of 2,2′-(3,3-dimethoxycyclobutane-1,1-diyl)diacetonitrile (2 g, 0.01 mol) in acetone (5 mL) was added p-toluenesulfonic acid (1 g, 0.006 mol). The mixture was stirred at rt over weekend. The reaction was neutralized with aq. saturated NaHCO3 solution, extracted with EtOAc. The combined organic layers were washed with brine, dried over MgSO4 and evaporated to give a crude product as brown oil.

Workup

  1. extractionextracted with EtOAc
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over MgSO4
  4. customevaporated

Sources & evidence

ORD record
ord-723c971921e94dea85550b4906ab2776
Source dataset
uspto-grants-2013_04
Patent number
US08420629B2

Reaction notes

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