Aluminium lithium hydride → HCID 58924668, compound

HRID 751449Notes

Reaction equation

HRID 751449 reaction equation
[OH:1][C:2](/[C:5](=[CH:11]/[I:12])/[C:6](OCC)=[O:7])([CH3:4])[CH3:3].[H-].[Al+3].[Li+].[H-].[H-].[H-]>CCOCC>[OH:1][C:2](/[C:5](=[CH:11]/[I:12])/[CH2:6][OH:7])([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 44217358HCID 44217358, compound

Product 1

HCID 58924668HCID 58924668, compoundYield 75.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of ethyl Z-2-(1-hydroxy-1-methylethyl)-3-iodoacrylate (II) (4.9 mmol, 1.4 g) in anhydrous ether (30 ml), lithium aluminum hydride (2.9 mmol, 0.112 g) is added. The reaction is stirred for 1 h under an inert atmosphere (argon) at room temperature (rt). After destroying the excess lithium aluminum hydride by adding a saturated sodium sulfate solution (30 μl), the alumina precipitate is filtered. The filtrate, dried (MgSO4) and evaporated under reduced pressure, gives a white residue of E-2-(1-hydroxy-1-methylethyl)-3-iodoprop-2-en-1-ol (III) (0.9 g, 75%).

Workup

  1. customAfter destroying the excess lithium aluminum hydride
  2. additionby adding a saturated sodium sulfate solution (30 μl)
  3. filtrationthe alumina precipitate is filtered
  4. dry with materialThe filtrate, dried (MgSO4)
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-9f41d3e77693420ba350376fbb724d28
Source dataset
uspto-grants-2008_07
Patent number
US07405309B2

Reaction notes

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