Hydrochloric Acid → HCID 22421079, compound

HRID 1441048Notes

Reaction equation

HRID 1441048 reaction equation
[C:1]([C:4]1(C(OC)=O)[CH2:9][CH2:8][CH:7]([C:10]([O:12][CH3:13])=[O:11])[CH2:6][CH2:5]1)(=[O:3])[CH3:2].Cl.O.[CH2:20](O)C>>[C:1]([CH:4]1[CH2:5][CH2:6][CH:7]([C:10]([O:12][CH2:13][CH3:20])=[O:11])[CH2:8][CH2:9]1)(=[O:3])[CH3:2]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 962WaterHCID 22421025HCID 22421025, compound

Product 1

HCID 22421079HCID 22421079, compound

Procedure

Dimethyl 1-acetylcyclohexane-1,4-dicarboxylate (see Process K) (26.5 g.) was added to a solution of concentrated hydrochloric acid (290 ml.) in ethanol (140 ml.). After refluxing for 7.5 hours, the reaction mixture was poured into water and then extracted with dichloromethane. The organic phase was then washed with saturated sodium bicarbonate solution and brine. After drying over anhydrous magnesium sulphate the solvent was removed under reduced pressure to give ethyl 4-acetylcyclohexanecarboxylate as a colourless oil. This was purified by distillation (b.p 144°-148° C./14 mm Hg.).

Workup

  1. temperatureAfter refluxing for 7.5 hours
  2. extractionextracted with dichloromethane
  3. washThe organic phase was then washed with saturated sodium bicarbonate solution and brine
  4. dry with materialAfter drying over anhydrous magnesium sulphate the solvent
  5. customwas removed under reduced pressure

Sources & evidence

ORD record
ord-0d3fd610b2ec4f898d5beb8ffc123c42
Source dataset
uspto-grants-1996_03
Patent number
US05502073

Reaction notes

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