Water → HCID 19735046, compound

HRID 326719Notes

Reaction equation

HRID 326719 reaction equation
[C:1]([CH:3]([CH2:9][C:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[NH:12][CH:11]=1)[C:4]([O:6]CC)=[O:5])#[N:2].[OH-].[Na+].O>C(O)C>[C:1]([CH:3]([CH2:9][C:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[NH:12][CH:11]=1)[C:4]([OH:6])=[O:5])#[N:2]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 19735035HCID 19735035, compound

Product 1

HCID 19735046HCID 19735046, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 2-cyano-3-(3-indolyl)propionate (350 mg, 1.45 mmol) (S. Masanori, et al., Heterocycles, 1981, 16: 941-9) was dissolved in ethanol (6 mL). 2N Sodium hydroxide solution (4 mL) was added and the reaction mixture was stirred at ambient temperature for 20 hours. Water (10 mL) was added and the ethanol was removed under reduced pressure. The pH of the aqueous solution was adjusted to approximately 1 with 6N hydrochloric acid solution and it was extracted with ethyl acetate. The ethyl acetate solution was concentrated in vacuo to give the title compound which was carried on to the next step without purification.

Workup

  1. customthe ethanol was removed under reduced pressure
  2. extractionwas extracted with ethyl acetate
  3. concentrationThe ethyl acetate solution was concentrated in vacuo

Sources & evidence

ORD record
ord-2c93d15d301a4b138cb05278f29b4e5f
Source dataset
uspto-grants-1993_12
Patent number
US05270302

Reaction notes

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