Water → HCID 15838898, compound

HRID 363025Notes

Reaction equation

HRID 363025 reaction equation
[C:1]1([CH:7]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:8][O:9][C:10]2[CH:24]=[CH:23][C:13]([C:14]([NH:16][C:17]3[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=3)=O)=[CH:12][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1.CCOCC>[C:25]1([CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:8][O:9][C:10]2[CH:24]=[CH:23][C:13]([CH2:14][NH:16][C:17]3[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=3)=[CH:12][CH:11]=2)[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

7

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 53982306HCID 53982306, compound

Product 1

HCID 15838898HCID 15838898, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 14-6 (0.144 g, 0.365 mmol) in tetrahydrofuran (1 ml) and ether (3 ml) under nitrogen was added lithium aluminum hydride (30 mg, 0.79 mmol). The mixture was stirred at room temperature overnight and then was decomposed with water and sodium hydroxide. The mixture was filtered and concentrated in vacuo to a colorless oil 14-7 which was purified by silica gel chromatography and converted to the HCl salt, mp: 213°-214.5° C.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated in vacuo to a colorless oil 14-7 which
  3. customwas purified by silica gel chromatography

Sources & evidence

ORD record
ord-bd36c010bd464621bb1d5ec349ae2e9b
Source dataset
uspto-grants-1999_02
Patent number
US05872138

Reaction notes

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