Hydrochloric Acid → HCID 22907238, compound

HRID 1379706Notes

Reaction equation

HRID 1379706 reaction equation
[CH:1]1([CH2:6][CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Na+].[CH:15](OCC)=[O:16].Cl>CN(C=O)C>[CH:15]([CH:7]([CH2:6][CH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)[C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:16]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8025Ethyl formateHCID 24758Sodium hydrideHCID 519495HCID 519495, compound

Product 1

HCID 22907238HCID 22907238, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
25 °C

Procedure

40.7 g of ethyl 3-cyclopentylpropionate are placed in 400 ml of DMF at from 0° to 5° C., 14.4 g of sodium hydride (80% in oil) are added. After dropwise addition of 200 ml of ethyl formate, the mixture is stirred at 25° C. for 24 h. The mixture is stirred into 1.6 l of 10% HCl, extracted with 800 ml of methylene chloride and distilled. 19.7 g (41%) are obtained of ethyl 2-formyl-3-cyclopentylpropionate of boiling point 117° C./12 min.

Workup

  1. additionare added
  2. extractionextracted with 800 ml of methylene chloride
  3. distillationdistilled

Sources & evidence

ORD record
ord-e3e189aef98548eca52d9ccb6ccab555
Source dataset
uspto-grants-1997_09
Patent number
US05672617

Reaction notes

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