Hydrochloric Acid → HCID 22907235, compound

HRID 1379705Notes

Reaction equation

HRID 1379705 reaction equation
[CH:1]1([CH2:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Na+].[CH:16](OCC)=[O:17].Cl>CN(C)C=O>[CH:16]([CH:8]([CH2:7][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:17]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8025Ethyl formateHCID 24758Sodium hydrideHCID 61466Ethyl cyclohexane propionate

Product 1

HCID 22907235HCID 22907235, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
25 °C

Procedure

76.0 g of ethyl 3-cyclohexylpropionate are initially introduced into 200 ml of dimethylformamide at 0° to 5° C., and 24.6 g of sodium hydride (80% strength in oil) are added. After dropwise addition of 235 ml of ethyl formate, the mixture is stirred at 25° C. for 24 hours. The batch is stirred into 1.6 l of 10% strength HCl, extracted with 800 ml of methylene chloride and distilled. 34.2 g (41%) of ethyl 2-formyl-3-cyclohexylpropionate of boiling point 91°-95° C./1.25 mm are obtained.

Workup

  1. extractionextracted with 800 ml of methylene chloride
  2. distillationdistilled

Sources & evidence

ORD record
ord-859c0ddb598c4d1bb5b237728a93c26d
Source dataset
uspto-grants-1997_09
Patent number
US05672617

Reaction notes

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