Sodium Hydroxide → HCID 66592503, compound

HRID 548981Notes

Reaction equation

HRID 548981 reaction equation
C[C:2]1([C:25]([O-:27])=[O:26])[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[C:7]2[C:3]1=[C:4]1[CH2:17][N:16]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:15][CH2:14][CH:5]1[N:6]2[CH3:13].[OH-].[Na+]>CO>[C:21]([O:20][C:18]([N:16]1[CH2:15][CH2:14][C:5]2[N:6]([CH3:13])[C:7]3[C:8]([O:11][CH3:12])=[CH:9][CH:10]=[C:2]([C:25]([OH:27])=[O:26])[C:3]=3[C:4]=2[CH2:17]1)=[O:19])([CH3:24])([CH3:22])[CH3:23]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86636833HCID 86636833, compound

Product 1

HCID 66592503HCID 66592503, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-tert-butyl 9-methyl-6-methoxy-5-methyl-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indole-2,9-dicarboxylate (from step 3) (0.0026 mol) in methanol (20 ml) was added 1N NaOH (0.010 mol) solution and refluxed for overnight. Reaction was then concentrated under vacuum diluted with small amount of water and then washed with ethyl acetate (10×2 ml). Aqueous layer was neutralized with 1N HCl solution up to pH 2. Solid which was precipitated out was filtered washed well with water and dried.

Workup

  1. temperaturerefluxed for overnight
  2. customReaction
  3. concentrationwas then concentrated under vacuum
  4. additiondiluted with small amount of water
  5. washwashed with ethyl acetate (10×2 ml)
  6. customSolid which was precipitated out
  7. filtrationwas filtered
  8. washwashed well with water
  9. customdried

Sources & evidence

ORD record
ord-4b4c21391f5745b19cc9d1797f2696d2
Source dataset
uspto-grants-2011_05
Patent number
US07943634B2

Reaction notes

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