Sodium Methoxide → HCID 589322, compound

HRID 579739Notes

Reaction equation

HRID 579739 reaction equation
[CH3:1][O-:2].[Na+].Br[CH:5]([CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])[C:6]([O:8][CH3:9])=[O:7]>CO>[CH3:1][O:2][CH:5]([CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])[C:6]([O:8][CH3:9])=[O:7]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 14231086HCID 14231086, compound

Product 1

HCID 589322HCID 589322, compoundYield 37.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

12.2 g of sodium methoxide were added to a solution of 38.0 g of dimethyl α-bromoadipate (prepared as described in the following Preparation) in 100 ml of methanol, and the mixture was stirred overnight at room temperature. After this, methanol was evaporated from the reaction mixture under reduced pressure, and diethyl ether was added to the resulting residue. The solution thus obtained was washed with water and dried over anhydrous sodium sulfate. The diethyl ether was evaporated off under reduced pressure, and the residue was distilled, to give 11.4 g of the title compound, boiling at 74°-79° C./1 mm Hg (133 Pa).

Workup

  1. customprepared
  2. customAfter this, methanol was evaporated from the reaction mixture under reduced pressure, and diethyl ether
  3. additionwas added to the resulting residue
  4. customThe solution thus obtained
  5. washwas washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe diethyl ether was evaporated off under reduced pressure
  8. distillationthe residue was distilled

Sources & evidence

ORD record
ord-f9e7d50569b748ec847d67d83895f951
Source dataset
uspto-grants-1988_06
Patent number
US04749704

Reaction notes

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