Water → HCID 54258767, compound

HRID 1378340Notes

Reaction equation

HRID 1378340 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH2:15][CH2:14][C@H:13]3[C@@H:8]([CH2:9][CH2:10][C:11](=O)[NH:12]3)[C:7]=2[CH:17]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH2:15][CH2:14][C@H:13]3[C@@H:8]([CH2:9][CH2:10][CH2:11][NH:12]3)[C:7]=2[CH:17]=1

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 22868886HCID 22868886, compound

Product 1

HCID 54258767HCID 54258767, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 8.3 g of the compound obtained in Step B in 83 ml of tetrahydrofuran is added dropwise to a suspension of 6.2 g of lithium aluminium hydride. After 18 hours' reflux, the mixture is hydrolysed in succession by 4.1 ml of water, 3.3 ml of 20% sodium hydroxide solution and 15.4 ml of water. After filtering off the mineral salts, then concentrating the filtrate using a rotary evaporator, 4.5 g of the expected product are obtained.

Workup

  1. temperatureAfter 18 hours' reflux
  2. filtrationAfter filtering off the mineral salts
  3. concentrationconcentrating the filtrate
  4. customa rotary evaporator, 4.5 g of the expected product
  5. customare obtained

Sources & evidence

ORD record
ord-6597459d86bb44f99f8a21e2452b98c1
Source dataset
uspto-grants-1997_09
Patent number
US05668142

Reaction notes

Loading…