Sodium Hydroxide → HCID 22059110, compound

HRID 1828893Notes

Reaction equation

HRID 1828893 reaction equation
[OH-].[Na+].C([O:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][N:18]=2)[C:13]([CH:20]=[O:21])=[CH:12]1)(=O)C>O.CO>[OH:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][N:18]=2)[C:13]([CH:20]=[O:21])=[CH:12]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 22059085HCID 22059085, compound

Product 1

HCID 22059110HCID 22059110, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

A solution of sodium hydroxide (0.2 g, 17.5 mmol) in water (35 ml) was added to a solution of 1-(4-acetoxybutyl)-7-azaindole-3-carboxaldehyde (2.3 g, 8.8 mmol) in methanol (40 ml). The mixture was heated at 60° C. for 0.5 h, then the solvent was evaporated to dryness. The residue was dissolved in a mixture of ethyl acetate and water (50 ml:50 ml) and the water layer was separated out. The organic phase was washed with water, dried over magnesium sulfate, filtered and evaporated to dryness. The residue was used without further purification. Yield 78%. m.p. 90° C.

Workup

  1. customthe solvent was evaporated to dryness
  2. dissolutionThe residue was dissolved in a mixture of ethyl acetate and water (50 ml:50 ml)
  3. customthe water layer was separated out
  4. washThe organic phase was washed with water
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated to dryness
  8. customThe residue was used without further purification

Sources & evidence

ORD record
ord-fe2396c48e4f4fb286633b65328a0178
Source dataset
uspto-grants-2006_06
Patent number
US07060822B1

Reaction notes

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