Water → HCID 20709528, compound

HRID 1174317Notes

Reaction equation

HRID 1174317 reaction equation
[C:1]([C:5]1[N:10]=[C:9]([C:11](OCC)=[O:12])[CH:8]=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C1COCC1>[C:1]([C:5]1[N:10]=[C:9]([CH2:11][OH:12])[CH:8]=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 67408768HCID 67408768, compound

Product 1

HCID 20709528HCID 20709528, compoundYield 100.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
-30 °C

Procedure

A solution containing the product from Example 115D (1.1 g, 5.3 mmol) in THF (20 mL) at −30° C. was treated with a solution of lithium aluminum hydride (5.3 mL, 1 M in THF), stirred at −30° C. for 5 minutes, treated with water (0.20 mL), 15% NaOH (0.20 mL), and water (0.40 mL) sequentially, stirred for 15 minutes at 25° C., filtered, rinsed with ethyl acetate, and concentrated to give the title compound (0.88 g, quantitative).

Workup

  1. stirringstirred for 15 minutes at 25° C.
  2. filtrationfiltered
  3. washrinsed with ethyl acetate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-df1ba14270624bd6b2dde2942bb89b82
Source dataset
uspto-grants-2010_11
Patent number
US07834043B2

Reaction notes

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