Ethyl formate → Sodium

HRID 1973589Notes

Reaction equation

HRID 1973589 reaction equation
[CH2:1]([O:3][CH:4]([O:8][CH2:9][CH3:10])[CH2:5][C:6]#[N:7])[CH3:2].[CH2:11]([O:13]C=O)C.[Na:16]>CCOCC>[Na:16].[CH2:1]([O:3][CH:4]([O:8][CH2:9][CH3:10])[C:5](=[CH:11][OH:13])[C:6]#[N:7])[CH3:2]

Participants

6

Reactant 3

HCID 8025Ethyl formateHCID 748513,3-DiethoxypropiononitrileHCID 5360545Sodium2×

Product 2

HCID 5360545SodiumHCID 73678895HCID 73678895, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A mixture of 40.9 g. of cyanacetaldehyde diethylacetal, 26.2 g. of formic acid ethyl ester and 100 ml. of absolute ether are added dropwise with stirring to a suspension of 7.4 g. of powdered sodium in 500 ml. of absolute ether. The mixture is stirred at room temperature until disappearance of the sodium (16 hours). Then, the brown precipitate formed (crude sodium salt of hydroxymethylene-cyanacetaldehyde diethylacetal) is left to settle and the supernatant solution is removed by decantation. The residue is washed by decanting twice with 200 ml. of absolute ether each time. The product is stored at 0° C. under absolute ether, since it changes on drying.

Workup

  1. additionA mixture of 40.9 g

Sources & evidence

ORD record
ord-961d5f5693b7452f8e429e9bcbab9f85
Source dataset
uspto-grants-1976_12
Patent number
US03997536

Reaction notes

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