Sodium Hydroxide → HCID 86760084, compound

HRID 1825745Notes

Reaction equation

HRID 1825745 reaction equation
[OH-].[Na+].C([O:11][CH:12]([O:14][CH2:15][C:16]1[NH:17][C:18]2[C:23]([C:24]=1[CH:25]=[O:26])=[CH:22][CH:21]=[CH:20][N:19]=2)[CH3:13])(=O)C1C=CC=CC=1>O.CO>[OH:11][CH:12]([O:14][CH2:15][C:16]1[NH:17][C:18]2[C:23]([C:24]=1[CH:25]=[O:26])=[CH:22][CH:21]=[CH:20][N:19]=2)[CH3:13]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 54023975HCID 54023975, compound

Product 1

HCID 86760084HCID 86760084, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

A solution of sodium hydroxide (1.33 g, 33 mmol) in water (35 ml) was added to a solution of 1-benzoyloxyethyloxymethyl-7-azaindole-3-carboxaldehyde (5.4 g, 16 mmol) in methanol (45 ml). The mixture was heated at 60° C. for 1 h, then the solvent was concentrated to half the original volume. Water was added, and the product was extracted with dichloromethane, dried over magnesium sulfate, filtered then evaporated to dryness. The product was used without further purification. Yield 2.7 g (74%)

Workup

  1. concentrationthe solvent was concentrated to half the original volume
  2. additionWater was added
  3. extractionthe product was extracted with dichloromethane
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customthen evaporated to dryness
  7. customThe product was used without further purification

Sources & evidence

ORD record
ord-27981cda63314d669a9fe0bd1e6e2908
Source dataset
uspto-grants-2006_05
Patent number
US07049312B1

Reaction notes

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