Water → HCID 54545595, compound

HRID 1939390Notes

Reaction equation

HRID 1939390 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=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:21](=O)([O-])[O-].[K+].[K+].[C:27]([CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])#[N:28].O>C(O)C>[C:27]([C:29](=[CH:21][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:18]=[CH:19][CH:20]=[C:2]([Cl:1])[CH:3]=2)[C:7]=1[Cl:17])[C:30]([O:32][CH2:33][CH3:34])=[O:31])#[N:28]

Participants

6

Reactant 4

HCID 962WaterHCID 7764Ethyl cyanoacetateHCID 11430Potassium CarbonateHCID 21467584HCID 21467584, compound

Product 1

HCID 54545595HCID 54545595, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 500 mg of 1-(3-chlorobenzyl)-2-chloroindole-carbaldehyde, slurried in 10 ml of ethanol, was added 500 mg of potassium carbonate and 0.19 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 (10a). Yield 510 mg of (10a). M.p. 130.5°-132° 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-0ae9f12da8ea4c9f9350d6814bc2c65f
Source dataset
uspto-grants-1997_12
Patent number
US05696148

Reaction notes

Loading…