Aluminium lithium hydride → HCID 178520956, compound

HRID 1007293Notes

Reaction equation

HRID 1007293 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].C[O:8][C:9]([C@H:11]1[CH2:16][CH2:15][C@H:14]([C:17](OC)=[O:18])[CH2:13][CH2:12]1)=O>O1CCCC1>[OH:8][CH2:9][C@H:11]1[CH2:16][CH2:15][C@H:14]([CH2:17][OH:18])[CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 178501164HCID 178501164, compound

Product 1

HCID 178520956HCID 178520956, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Under argon stream, a suspension of 2.96 g of lithium aluminum hydride in 100 mL of anhydrous tetrahydrofuran was treated dropwise with a solution of 3.9 g of trans-1,4-cyclohexanedicarboxylic acid dimethyl ester in anhydrous tetrahydrofuran at −20° C., and stirred for 2.5 hours. The reaction solution was combined with ice water to complete the reaction, and the insolubles were filtered off through Celite. After drying over magnesium sulfate, the residue was concentrated to obtain 2.80 g of the desirable compound.

Workup

  1. customthe reaction
  2. filtrationthe insolubles were filtered off through Celite
  3. dry with materialAfter drying over magnesium sulfate
  4. concentrationthe residue was concentrated

Sources & evidence

ORD record
ord-90d6b91470fc406ab100046c98fd57fa
Source dataset
uspto-grants-2004_09
Patent number
US06794389B2

Reaction notes

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