Hydrochloric Acid → HCID 178448102, compound

HRID 274158Notes

Reaction equation

HRID 274158 reaction equation
[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([C:10](Cl)=[O:11])[CH2:6][CH2:5]1)[CH2:2][CH3:3].C(N([CH2:18][CH3:19])CC)C.[OH2:20].Cl>C(O)C>[CH2:18]([O:20][C:10]([C@H:7]1[CH2:8][CH2:9][C@H:4]([CH2:1][CH2:2][CH3:3])[CH2:5][CH2:6]1)=[O:11])[CH3:19]

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

10 g (53.6 mmol) of trans-4-n-propylcyclohexanecarboxylic acid chloride was dissolved in 30 ml of ethanol, and a small amount of triethylamine was added thereto, followed by 10 hours of stirring at room temperature. The reaction mixture was poured into 100 ml of riced water, acidified with addition of 6N-hydrochloric acid aqueous solution and then extracted with isopropyl ether. The organic layer was washed with water repeatedly until the washing liquid reached neutrality, and then dried with magnesium sulfate. After distilling off the solvent, the product was purified by silica gel column chromatography to obtain 9.9 g of trans-4-n-propylcyclohexanecarboxylic acid-ethyl-ester.

Workup

  1. extractionextracted with isopropyl ether
  2. washThe organic layer was washed with water repeatedly until the washing liquid
  3. dry with materialdried with magnesium sulfate
  4. distillationAfter distilling off the solvent
  5. customthe product was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-f2c6a27a1bd64a30a3854d4b72dcd2f5
Source dataset
uspto-grants-1995_02
Patent number
US05389296

Reaction notes

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