Hydrochloric Acid → HCID 178448102, compound

HRID 2081923Notes

Reaction equation

HRID 2081923 reaction equation
C(N([CH2:6][CH3:7])CC)C.[CH2:8]([C@H:11]1[CH2:16][CH2:15][C@H:14]([C:17](Cl)=[O:18])[CH2:13][CH2:12]1)[CH2:9][CH3:10].[OH2:20].Cl>C(O)C>[CH2:8]([C@H:11]1[CH2:16][CH2:15][C@H:14]([C:17]([O:18][CH2:6][CH3:7])=[O:20])[CH2:13][CH2:12]1)[CH2:9][CH3:10]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 8471TriethylamineHCID 178448094HCID 178448094, compound

Product 1

HCID 178448102HCID 178448102, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A small amount of triethylamine was added to 10 g (53.6 mmol) of trans-4-n-propylcyclohexanecarbonyl chloride dissolved in 30 ml of ethanol, followed by 10 hours of stirring at room temperature. The reaction mixture was poured into 100 ml of iced water, acidified with 6N-hydrochloric acid and extracted with isopropyl ether. The organic layer was repeatedly washed with water until the aqueous layer became neutral, followed by drying with magnesium sulfate, distilling-off of the solvent and purification by silica gel column chromatography to obtain 9.9 g of ethyl trans-4-n-propylcyclohexylcarboxylate.

Workup

  1. extractionextracted with isopropyl ether
  2. washThe organic layer was repeatedly washed with water until the aqueous layer
  3. dry with materialby drying with magnesium sulfate, distilling-off of the solvent and purification by silica gel column chromatography

Sources & evidence

ORD record
ord-401a48546dab4d0a8a456c34e46cd196
Source dataset
uspto-grants-1993_02
Patent number
US05186858

Reaction notes

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