Ethanol → HCID 11564752, compound

HRID 2279207Notes

Reaction equation

HRID 2279207 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-0513a0d408c94151b3e179845e6ae522
Source dataset
uspto-grants-2015_09
Patent number
US09133210B2

Reaction notes

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