Sodium Hydroxide → HCID 68849354, compound

HRID 1987838Notes

Reaction equation

HRID 1987838 reaction equation
[OH-].[Na+].[CH3:3][O:4][C:5]1[C:6]([CH3:31])=[C:7]([C:18](=[O:30])[C:19]2[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[C:21]([O:28][CH3:29])[CH:20]=2)[N:8]2[C:13]=1[CH:12]=[CH:11][C:10]([C:14]([O:16]C)=[O:15])=[CH:9]2>CO>[CH3:3][O:4][C:5]1[C:6]([CH3:31])=[C:7]([C:18](=[O:30])[C:19]2[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[C:21]([O:28][CH3:29])[CH:20]=2)[N:8]2[C:13]=1[CH:12]=[CH:11][C:10]([C:14]([OH:16])=[O:15])=[CH:9]2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86607550HCID 86607550, compound

Product 1

HCID 68849354HCID 68849354, compoundYield 66.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.21 mL (0.00121 mol) of 1N sodium hydroxide are added to 440 mg (0.0011 mol) of methyl [1-methoxy-3-(3-methoxy-4-nitrobenzoyl)-2-methylindolizin-6-yl]carboxylate (obtained in Example 10) in 10 mL of methanol and the medium is stirred at room temperature overnight. The reaction medium is concentrated under vacuum and the residue is taken up in water and ethyl acetate. The aqueous phase is separated by decantation and then acidified with 1.21 mL of 1N hydrochloric acid. The precipitate formed is filtered, washed with water and dried. 280 mg of an orange-coloured solid are obtained.

Workup

  1. concentrationThe reaction medium is concentrated under vacuum
  2. customThe aqueous phase is separated by decantation
  3. customThe precipitate formed
  4. filtrationis filtered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-9dee293de4fb4f7b8ca57c09570274f3
Source dataset
uspto-grants-2009_06
Patent number
US07553845B2

Reaction notes

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