Water → HCID 9990570, compound

HRID 1031139Notes

Reaction equation

HRID 1031139 reaction equation
[Li].[O:2]1[C:10]2[CH2:9][CH2:8][NH:7][CH:6]([C:11]([N:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)=O)[C:5]=2[CH:4]=[CH:3]1.O.[OH-].[Na+]>O1CCCC1>[N:13]1([CH2:11][CH:6]2[C:5]3[CH:4]=[CH:3][O:2][C:10]=3[CH2:9][CH2:8][NH:7]2)[CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 3028194LithiumHCID 10443451HCID 10443451, compound

Product 1

HCID 9990570HCID 9990570, compoundYield 99.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a suspension of lithium alumimium hydride (0.2 g) in dry tetrahydrofuran (30 ml) was added a solution of the product of stage (i) (0.58 g) in tetrahydrofuran (10 ml) and the mixture was stirred at ambient temperature for 1 h. Water (0.2 ml), aqueous sodium hydroxide (2M; 0.6 ml) and water (0.2 ml) were cautiously added and the mixture was filtered. The filtrate was evaporated, the residue was dissolved in dichloromethane (20 ml), dried and evaporated in vacuo to give the title compound as an oil (0.54 g). T.l.c. SiO2 dichloromethane/methanol/ammonia (75:10:2) Rf 0.5.

Workup

  1. filtrationthe mixture was filtered
  2. customThe filtrate was evaporated
  3. dissolutionthe residue was dissolved in dichloromethane (20 ml)
  4. customdried
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-8a5abc29276c442e8bd379a8a83f4bcc
Source dataset
uspto-grants-1992_04
Patent number
US05109008

Reaction notes

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