Hydrochloric Acid → HCID 20163296, compound

HRID 246895Notes

Reaction equation

HRID 246895 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][C:8]1([C:16](=[O:19])[CH2:17][CH3:18])[CH:13]([CH3:14])[CH2:12][C:11]([CH3:15])=[CH:10][CH2:9]1.[H][H].Cl>C(OCC)C.O>[CH3:7][C:8]1([CH:16]([OH:19])[CH2:17][CH3:18])[CH:13]([CH3:14])[CH2:12][C:11]([CH3:15])=[CH:10][CH2:9]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 20163298HCID 20163298, compoundHCID 21226445Aluminium lithium hydrideHCID 178418361HCID 178418361, compound

Product 1

HCID 20163296HCID 20163296, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of 0.075 moles (2.85 g) lithium aluminum hydride in 150 ml absolute diethyl ether was put in a 250-ml 3-necked flask with a magnetic stirrer, high-power condenser, dropping funnel and internal thermometer. 0.2 moles (36 g) 1-(1,4,6-trimethylcyclohex-3-en-1-yl)propan-1-one (as per Example 4) was added dropwise to this solution with cooling. Then heating with refluxing was carried out for an hour, followed by cooling, and water was added to the reaction mixture until hydrogen evolution ended. Then enough 2N hydrochloric acid was added so that the precipitate formed could be dissolved. Lastly the phases were separated, the organic phase dried with sodium sulfate and the solvent drawn off. After fractional distillation via a 30-cm Vigreux column the desired end product was obtained in practically quantitative yield.

Workup

  1. temperaturewith cooling
  2. temperatureThen heating
  3. temperaturewith refluxing
  4. waitwas carried out for an hour
  5. temperatureby cooling
  6. customformed could
  7. dissolutionbe dissolved
  8. customLastly the phases were separated
  9. dry with materialthe organic phase dried with sodium sulfate
  10. distillationAfter fractional distillation via a 30-cm Vigreux column the desired end product
  11. customwas obtained in practically quantitative yield

Sources & evidence

ORD record
ord-23421fa86b8b46e2857c001b7d8da4ea
Source dataset
uspto-grants-1987_11
Patent number
US04704477

Reaction notes

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