Ethyl formate → HCID 12679120, compound

HRID 1903715Notes

Reaction equation

HRID 1903715 reaction equation
C[O-].[Na+].[CH:4](OCC)=[O:5].[C:9]1([C:17]([CH2:19][C:20]2[CH:27]=[CH:26][C:23]([O:24][CH3:25])=[CH:22][CH:21]=2)=[O:18])[CH:16]=[CH:15][C:12]([O:13][CH3:14])=[CH:11][CH:10]=1.O1CCCC1>C(O)C>[CH:4]([CH:19]([C:20]1[CH:21]=[CH:22][C:23]([O:24][CH3:25])=[CH:26][CH:27]=1)[C:17](=[O:18])[C:9]1[CH:10]=[CH:11][C:12]([O:13][CH3:14])=[CH:15][CH:16]=1)=[O:5]

Participants

6

Reactant 4

HCID 8025Ethyl formateHCID 8028TetrahydrofuranHCID 67120DesoxyanisoinHCID 10942334Sodium Methoxide

Product 1

HCID 12679120HCID 12679120, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of sodium methoxide (11.9 g, 0.22 mole) in 80 ml ethanol was cooled in an ice bath and treated with ethyl formate (20 ml, 0.24 mole). A solution of desoxyanisoin (51.2 g, 0.2 mole) in 275 ml warm tetrahydrofuran was then added while maintaining the reaction temperature below 5°. The reaction mixture was stirred for 1 hour at 0° and then stirred overnight at room temperature.

Workup

  1. additionwas then added
  2. temperaturewhile maintaining the reaction temperature below 5°
  3. stirringstirred overnight at room temperature

Sources & evidence

ORD record
ord-07a39f286e4a472d9c9ec13362784433
Source dataset
uspto-grants-1984_03
Patent number
US04438117

Reaction notes

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