Water → HCID 18965330, compound

HRID 2226457Notes

Reaction equation

HRID 2226457 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].C(O[C:10]([N:12]1[CH2:16][CH2:15][CH:14]([CH2:17][C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[C:24]([C:27]#[N:28])[CH:25]=3)[NH:20][CH:19]=2)[CH2:13]1)=O)C.O.[OH-].[Na+]>O1CCCC1>[CH3:10][N:12]1[CH2:16][CH2:15][CH:14]([CH2:17][C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[C:24]([CH2:27][NH2:28])[CH:25]=3)[NH:20][CH:19]=2)[CH2:13]1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 18965358HCID 18965358, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 18965330HCID 18965330, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
20 °C

Procedure

A suspension containing 158 mmol of lithium aluminum hydride in 150 ml of tetrahydrofuran is added at 20° C. to 15.8 mmol of the compound of Example 20 in 50 ml of tetrahydrofuran. The combined mixture is maintained for 9 hours at 20° C. and then hydrolyzed with 30 ml of water and 12 ml of 10% sodium hydroxide solution. After filtration and evaporation, the expected product is obtained in the form of an oil.

Workup

  1. filtrationAfter filtration and evaporation

Sources & evidence

ORD record
ord-014d8c498a6b4d93b4db15086f87f111
Source dataset
uspto-grants-1994_09
Patent number
US05348968

Reaction notes

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