Hydrochloric Acid → HCID 23336476, compound

HRID 903603Notes

Reaction equation

HRID 903603 reaction equation
Cl.[C:2]([CH2:5][CH2:6][CH2:7][CH:8]1[C:20]2[NH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]=2[CH2:11][CH2:10][N:9]1[CH2:21][CH3:22])([OH:4])=[O:3].C(=O)(O)[O-].[Na+].[CH2:28](O)[CH3:29]>>[CH2:28]([O:3][C:2]([CH2:5][CH2:6][CH2:7][CH:8]1[C:20]2[NH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]=2[CH2:11][CH2:10][N:9]1[CH2:21][CH3:22])=[O:4])[CH3:29]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 516892Sodium BicarbonateHCID 23336498HCID 23336498, compound

Product 1

HCID 23336476HCID 23336476, compoundYield 85%

Procedure

15 ml of ethanol and 3 ml of 10% ethanolic hydrogen chloride were added to 2.86 g of 1,2,3,4-tetrahydro-1-(3-carboxypropyl)-2-ethyl-β-carboline, and the mixture was refluxed for 2 hours. After the reaction was completed, the mixture was evaporated under reduced pressure to remove solvent. The residue thus obtained was alkalified with an aqueous saturated sodium bicarbonate solution and then extracted with ethyl acetate. The extract was washed with water, dried and evaporated to remove solvent. 2.67 g of 1,2,3,4-tetrahydro-1-(3-ethoxycarbonylpropyl)-2-ethyl-β-carboline were obtained. Yield: 85.0%.

Workup

  1. temperaturethe mixture was refluxed for 2 hours
  2. customthe mixture was evaporated under reduced pressure
  3. customto remove solvent
  4. customThe residue thus obtained
  5. extractionextracted with ethyl acetate
  6. washThe extract was washed with water
  7. customdried
  8. customevaporated
  9. customto remove solvent

Sources & evidence

ORD record
ord-82754491efb74873835b6746e14c13ba
Source dataset
uspto-grants-1980_10
Patent number
US04228168

Reaction notes

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