Hydrochloric Acid → HCID 11321150, compound

HRID 1655764Notes

Reaction equation

HRID 1655764 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]1([C@H:13]([CH:17]([CH3:19])[CH3:18])[C:14](O)=[O:15])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.Cl>CCOCC>[C:7]1([C@H:13]([CH:17]([CH3:19])[CH3:18])[CH2:14][OH:15])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7233172HCID 7233172, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 11321150HCID 11321150, compoundYield 105.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A suspension of 19.5, g (0.51 mol) of lithium aluminium hydride in 750 ml of absolute ether was heated to reflux. Within 4 hours there was added, dropwise, a solution of 54.5 g (0.307 mol) of (S)-(+)-2-phenyl 3-methylbutyric acid in 250 ml of absolute ether. After heating to reflux for a further 2 hours, the suspension was treated carefully with 1N hydrochloric acid and the ether phase was washed with water, dilute sodium bicarbonate solution, and once more with water. After drying the organic phase over sodium sulfate and evaporation under reduced pressure, there were obtained 53.1 g of (S)-(+)-2-phenyl-3-methylbutanol as a thick oil which was used directly in the next step.

Workup

  1. temperaturewas heated to reflux
  2. additionWithin 4 hours there was added
  3. temperatureAfter heating
  4. temperatureto reflux for a further 2 hours
  5. washthe ether phase was washed with water, dilute sodium bicarbonate solution
  6. customAfter drying the organic phase
  7. customover sodium sulfate and evaporation under reduced pressure

Sources & evidence

ORD record
ord-03e11201694046bcbabb459347e33315
Source dataset
uspto-grants-1993_10
Patent number
US05250517

Reaction notes

Loading…