Hydrochloric Acid → HCID 178448086, compound

HRID 2199024Notes

Reaction equation

HRID 2199024 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-].[H-].[H-].[H-].[Li+].[Al+3].O.Cl>CCOCC>[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

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 21226445Aluminium lithium hydride2×HCID 178448101HCID 178448101, compound

Product 1

HCID 178448086HCID 178448086, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

Trans-4-n-propylcyclohexane carboxylic acid (23.8 g, 0.14 mole), was dissolved in 150 ml of dry ether and added dropwise with stirring into a suspension of 11.4 g (0.3 mole) of LiAlH4 in 300 ml of ether. After the addition the mixture was heated for 2 hours at reflux, and then the supernatant LiAlH4 was decomposed with water while being cooled. The reaction mixture was then poured onto 20% hydrochloric acid and stirred until the inorganic salts dissolved. The product of formula (31) was extracted with diethyl ether; the combined organic phases were washed with water, dried with MgSO4 and concentrated.

Workup

  1. additionadded dropwise
  2. additionAfter the addition the mixture
  3. temperaturewas heated for 2 hours
  4. temperatureat reflux
  5. temperaturewhile being cooled
  6. dissolutiondissolved
  7. extractionThe product of formula (31) was extracted with diethyl ether
  8. washthe combined organic phases were washed with water
  9. dry with materialdried with MgSO4
  10. concentrationconcentrated

Sources & evidence

ORD record
ord-dbc36f0d8f3145cc9f8c473ce4f463e0
Source dataset
uspto-grants-1982_11
Patent number
US04361494

Reaction notes

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