Ethanol → HCID 11564752, compound

HRID 529972Notes

Reaction equation

HRID 529972 reaction equation
[CH3:1][CH2:2][O-:3].[Na+].C([C:7]([CH2:14][CH3:15])([C:11]([O-:13])=O)[C:8]([O-:10])=[O:9])C.Br[CH2:17][CH:18]1CC1.[CH3:21][CH2:22]O>>[CH2:2]([O:3][C:11](=[O:13])[CH:7]([CH2:14][CH:15]1[CH2:22][CH2:21]1)[C:8]([O:10][CH2:17][CH3:18])=[O:9])[CH3:1]

Participants

5

Reactant 4

HCID 702Ethanol2×HCID 81503BromomethylcyclopropaneHCID 2723922Sodium ethoxideHCID 69515632,2-Diethylpropanedioate

Product 1

HCID 11564752HCID 11564752, compound

Procedure

A solution of NaOEt in EtOH (2.7 M, 2.6 mL, 6.9 mmol) is cooled at 0° C. and diethylmalonate (0.95 mL, 6.2 mmol) is added with another 1.5 mL of EtOH. Bromo methyl cyclopropane (0.67 mL, 6.9 mmol) is subsequently added. The resulting mixture is allowed to reach room temperature and stirred overnight. The mixture is then quenched with water and extracted with ether. The organic phase is dried and evaporated to give the desired product that is used as such.

Workup

  1. customto reach room temperature
  2. customThe mixture is then quenched with water
  3. extractionextracted with ether
  4. customThe organic phase is dried
  5. customevaporated

Sources & evidence

ORD record
ord-f21e56d7df6d4b15a9d08f8d1766a71f
Source dataset
uspto-grants-2016_05
Patent number
US09351955B2

Reaction notes

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