Water → HCID 53941220, compound

HRID 1939389Notes

Reaction equation

HRID 1939389 reaction equation
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH2:9][C:8]2([Cl:18])C=O)=[CH:4][CH:3]=1.[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:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:7]([CH2:6][C:5]2[CH:19]=[CH:20][C:2]([Cl:1])=[CH:3][CH:4]=2)[C:8]=1[Cl:18])[C:30]([O:32][CH2:33][CH3:34])=[O:31])#[N:28]

Participants

6

Reactant 4

HCID 962WaterHCID 7764Ethyl cyanoacetateHCID 11430Potassium CarbonateHCID 21467564HCID 21467564, compound

Product 1

HCID 53941220HCID 53941220, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 608 mg of 1-(4-chlorobenzyl)-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 (9a). Yield 650 mg of (9a). M.p. 179°-80° 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-dbfc7121afce4a739ccd0a5a0ce54417
Source dataset
uspto-grants-1997_12
Patent number
US05696148

Reaction notes

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