Aluminium lithium hydride → HCID 66782011, compound

HRID 1095457Notes

Reaction equation

HRID 1095457 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[NH2:7][C:8]1([C:19](O)=[O:20])[C:16]2[C:11](=[CH:12][C:13]([O:17][CH3:18])=[CH:14][CH:15]=2)[CH2:10][CH2:9]1>O1CCCC1>[NH2:7][C:8]1([CH2:19][OH:20])[C:16]2[C:11](=[CH:12][C:13]([O:17][CH3:18])=[CH:14][CH:15]=2)[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 66781918HCID 66781918, compound

Product 1

HCID 66782011HCID 66782011, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
2.5 °C

Procedure

A suspension of 168 mmol of lithium aluminium hydride in 300 ml of tetrahydrofuran is cooled to 0-5° C. 80.0 mmol of 1-amino-5-methoxyindane-1-carboxylic acid are added in portions, and the reaction mixture is then heated to reflux for 1 hour. The reaction mixture is cooled to room temperature and quenched with 7.8 ml of water, 36.2 ml of 1M sodium hydroxide solution and a further 21.0 ml of water. The reaction mixture is stirred at room temperature for 30 minutes and then filtered through Hyflo. The filtrate is evaporated. The title compound is obtained as a beige solid which is employed without further purification for the next stage. Rt=2.36 (gradient III).

Workup

  1. temperaturethe reaction mixture is then heated
  2. temperatureto reflux for 1 hour
  3. temperatureThe reaction mixture is cooled to room temperature
  4. customquenched with 7.8 ml of water, 36.2 ml of 1M sodium hydroxide solution
  5. filtrationfiltered through Hyflo
  6. customThe filtrate is evaporated

Sources & evidence

ORD record
ord-f2ea362d01704582a5d126e1689651cb
Source dataset
uspto-grants-2012_03
Patent number
US08138179B2

Reaction notes

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