Hydrochloric Acid → HCID 178448102, compound

HRID 2254928Notes

Reaction equation

HRID 2254928 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 a 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-0202a6ccc4a24f549499bffe2e5589db
Source dataset
uspto-grants-1993_08
Patent number
US05238601

Reaction notes

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