Ethanol → HCID 53888571, compound

HRID 1939384Notes

Reaction equation

HRID 1939384 reaction equation
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH:17]=O)=[C:9]1[Cl:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCO.[C:23]([CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])#[N:24].C(N(CC)CC)C>O>[C:23]([C:25](=[CH:17][C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:9]=1[Cl:19])[C:26]([O:28][CH2:29][CH3:30])=[O:27])#[N:24]

Participants

6

Reactant 4

HCID 702EthanolHCID 7764Ethyl cyanoacetateHCID 8471TriethylamineHCID 105639332-Chloro-1-benzyl-1H-indole-3-carboxaldehyde

Product 1

HCID 53888571HCID 53888571, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 5.83 g of 1-benzyl-2-chloroindole-3-carbaldehyde, dissolved in 200 ml of abs. EtOH, was added 6.1 g of ethyl 2-cyanoacetate and 6.6 g of triethylamine. After 4 days with stirring, the solution was added to water, and the precipitate collected by filtration and dried to give (1a). Yield 6.72 g of (1a), m.p. 130°-131° C.

Workup

  1. filtrationthe precipitate collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-564276ce07ca4794b1f49c067318732d
Source dataset
uspto-grants-1997_12
Patent number
US05696148

Reaction notes

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