Water → HCID 54225821, compound

HRID 1939391Notes

Reaction equation

HRID 1939391 reaction equation
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH2:10][C:9]2([Cl:19])C=O)=[CH:5][CH:4]=1.[C:22](=O)([O-])[O-].[K+].[K+].[C:28]([CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])#[N:29].O>C(O)C>[C:28]([C:30](=[CH:22][C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:8]([CH2:7][C:6]2[CH:20]=[CH:21][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[C:9]=1[Cl:19])[C:31]([O:33][CH2:34][CH3:35])=[O:32])#[N:29]

Participants

6

Reactant 4

HCID 962WaterHCID 7764Ethyl cyanoacetateHCID 11430Potassium CarbonateHCID 21467573HCID 21467573, compound

Product 1

HCID 54225821HCID 54225821, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 600 mg of 1-(4-methoxybenzyl)-2-chloroindole-carbaldehyde, slurried in 10 ml of ethanol, was added 608 mg of potassium carbonate and 0.24 ml of ethyl cyanoacetate. After overnight stirring 10 ml of water was added, and the product collected by filtration, washed with water, and dried to give (12a). Yield 620 mg of (12a). M.p. 153°-4° C. (sample recryst. from EtOH).

Workup

  1. additionwas added
  2. filtrationthe product collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-ebe478deab3d4562bcb3f3f93100495c
Source dataset
uspto-grants-1997_12
Patent number
US05696148

Reaction notes

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