Dimethyl Sulfoxide → HCID 86646134, compound

HRID 551643Notes

Reaction equation

HRID 551643 reaction equation
[Cl-].[Li+].CS(C)=O.[CH2:7]([C:10]([CH:21]([CH2:23][CH3:24])[CH3:22])(C(OCC)=O)[C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:8]=[CH2:9]>O>[CH:21]([CH:10]([CH2:7][CH:8]=[CH2:9])[C:11]([O:13][CH2:14][CH3:15])=[O:12])([CH2:23][CH3:24])[CH3:22]

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 433294Lithium ChlorideHCID 130107351,3-Diethyl 2-(1-methylpropyl)-2-(2-propen-1-yl)propanedioate

Product 1

HCID 86646134HCID 86646134, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
185 °C

Procedure

Lithium chloride (9.67 g, 228.1 mmol) and water (2.05 mL, 113.9 mmol) were added to a dimethyl sulfoxide (60 mL) solution of diethyl allyl(sec-butyl)malonate (30.90 g, 120.5 mmol), and the mixture was stirred at 185° C. for 6 hours. The mixture was treated with water, followed by extraction with diethyl ether. The organic layer was dried over anhydrous magnesium sulfate. Then, the solvent was distilled off under reduced pressure to obtain the compound of interest as a brown oil substance. This compound was used in the next reaction without being purified.

Workup

  1. extractionfollowed by extraction with diethyl ether
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. distillationThen, the solvent was distilled off under reduced pressure
  4. customto obtain the compound of interest as a brown oil substance
  5. customThis compound was used in the next reaction
  6. customwithout being purified

Sources & evidence

ORD record
ord-44ebf61da33646538bc8984d8058ab46
Source dataset
uspto-grants-2011_05
Patent number
US07947738B2

Reaction notes

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