Sodium Hydroxide → HCID 66592503, compound

HRID 1091843Notes

Reaction equation

HRID 1091843 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-b633ed8a0296496a978eb04ad73413e7
Source dataset
uspto-grants-2012_03
Patent number
US08129401B2

Reaction notes

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