Sodium Methoxide → HCID 12884007, compound

HRID 225128Notes

Reaction equation

HRID 225128 reaction equation
[C:1]([N:9]1[CH2:21][C:20]2[C:19](=[O:22])[C:18]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[NH:12][C:11]=2[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:23][O-].[Na+]>CO>[C:1]([N:9]1[CH2:21][C:20]2[C:19](=[O:22])[C:18]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[N:12]([CH3:23])[C:11]=2[CH2:10]1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 12884003HCID 12884003, compound

Product 1

HCID 12884007HCID 12884007, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

14.51 g (50 mmol) of the 2-benzoyl-1,2,3,4-tetrahydro-9H-pyrrolo[3,4-b]quinolin-9-one are dissolved in 50 ml of a 1 N solution of sodium methylate in absolute methanol, the solution concentrated by evaporation, the residue taken up in 150 ml of dimethyl formamide and 3.15 ml of methyl iodide are added. After stirring for 4 hours at room temperature, appoximately 100 ml of water are added to the mixture, filtration is effected and the residue is washed with water and dried. The 2-benzoyl-1,2,3,4-tetrahydro-4-methyl-9H-pyrrolo-[3,4-b]quinolin-9-one used in Example 1 is obtained. M.P. 285° (decomposition).

Workup

  1. concentrationthe solution concentrated by evaporation
  2. addition3.15 ml of methyl iodide are added
  3. additionappoximately 100 ml of water are added to the mixture, filtration
  4. washthe residue is washed with water
  5. customdried
  6. customis obtained

Sources & evidence

ORD record
ord-a5bec88b64d14a17bc5f247a0a5aa9a2
Source dataset
uspto-grants-1980_11
Patent number
US04235907

Reaction notes

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