Water → HCID 19808462, compound

HRID 373044Notes

Reaction equation

HRID 373044 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9]([N:13]1[CH2:18][CH2:17][N:16]([CH2:19][C:20]#[N:21])[CH2:15][CH2:14]1)=[CH:8][CH:7]=[CH:6]2.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[Cl-].[NH4+]>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9]([N:13]1[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][NH2:21])[CH2:15][CH2:14]1)=[CH:8][CH:7]=[CH:6]2

Participants

6

Reactant 4

HCID 962WaterHCID 25517Ammonium ChlorideHCID 19808469HCID 19808469, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 19808462HCID 19808462, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution containing 4.2 g of the compound obtained in Stage C, in 25 ml of tetrahydrofuran is added dropwise at room temperature to a suspension, stirred under a nitrogen atmosphere, of 1.1 g of lithium aluminum hydride in 25 ml of tetrahydrofuran. Stirring is maintained for 20 minutes after the addition is complete, and the reaction medium is then hydrolyzed with the requisite quantity of water saturated with ammonium chloride. The precipitate formed is filtered off and washed with tetrahydrofuran, and the filtrates are concentrated under vacuum to yield an oil.

Workup

  1. temperatureis maintained for 20 minutes
  2. additionafter the addition
  3. customThe precipitate formed
  4. filtrationis filtered off
  5. washwashed with tetrahydrofuran
  6. concentrationthe filtrates are concentrated under vacuum
  7. customto yield an oil

Sources & evidence

ORD record
ord-50d28a112a58419d9d4d529cde1841c0
Source dataset
uspto-grants-1992_11
Patent number
US05162321

Reaction notes

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