Ethanol → HCID 54225821, compound

HRID 1939392Notes

Reaction equation

HRID 1939392 reaction equation
CO[C:3]1[CH:21]=[CH:20][CH:19]=[CH:18][C:4]=1[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][C:7]1([Cl:17])C=O.[C:22](=[O:25])([O-])[O-].[K+].[K+].[C:28]([CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])#[N:29].O.[CH2:37](O)C>>[C:28]([C:30](=[CH:37][C:8]1[C:9]2[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:6]([CH2:5][C:4]2[CH:3]=[CH:21][C:20]([O:25][CH3:22])=[CH:19][CH:18]=2)[C:7]=1[Cl:17])[C:31]([O:33][CH2:34][CH3:35])=[O:32])#[N:29]

Participants

6

Reactant 5

HCID 702EthanolHCID 962WaterHCID 7764Ethyl cyanoacetateHCID 11430Potassium CarbonateHCID 21467569HCID 21467569, compound

Product 1

HCID 54225821HCID 54225821, compound

Procedure

To 600 mg of 1-(2-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 630 mg of (12a). M.p. 126°-8° C. (sample recryst. from EtOH/water).

Workup

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

Sources & evidence

ORD record
ord-d3a847b09e6c436b8b25e290c1bd5469
Source dataset
uspto-grants-1997_12
Patent number
US05696148

Reaction notes

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