Water → HCID 178448086, compound

HRID 443682Notes

Reaction equation

HRID 443682 reaction equation
[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([C:10](O)=[O:11])[CH2:6][CH2:5]1)[CH2:2][CH3:3].[H-].[Al+3].[Li+].[H-].[H-].[H-].O>[Na]>[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([CH2:10][OH:11])[CH2:6][CH2:5]1)[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 178448101HCID 178448101, compound

Product 1

HCID 178448086HCID 178448086, compound

Reagents, catalysts & solvents 1

HCID 5360545SodiumSolvent2×

Procedure

Trans-4-n-propylcyclohexane-1-carboxylic acid (0.14 mole) was dissolved in sodium dried ether (150 ml) and added dropwise to a vigorously stirred suspension of lithium aluminium hydride (0.3 mole) in sodium dried ether (300 ml). When addition was completed the mixture was heated under reflux for 2 hours. On cooling, water was cautiously added to destroy the excess of lithium aluminium hydride. The mixture was then poured into a 20% hydrochloric acid solution and stirred until the inorganic salts were dissolved. The product was extracted into ether, which was then washed with water and dried (MgSO4). The ether was evaporated off and the residue distilled. The product boils at 148° C. at a pressure of 25 mm Hg.

Workup

  1. additionWhen addition
  2. temperaturewas heated
  3. temperatureunder reflux for 2 hours
  4. temperatureOn cooling
  5. customto destroy the excess of lithium aluminium hydride
  6. additionThe mixture was then poured into a 20% hydrochloric acid solution
  7. dissolutionwere dissolved
  8. extractionThe product was extracted into ether, which
  9. washwas then washed with water
  10. dry with materialdried (MgSO4)
  11. customThe ether was evaporated off
  12. distillationthe residue distilled

Sources & evidence

ORD record
ord-dbd492b5d9574e4192f19535297ae80c
Source dataset
uspto-grants-1981_04
Patent number
US04261651

Reaction notes

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