Hydrochloric Acid → HCID 23336484, compound

HRID 903602Notes

Reaction equation

HRID 903602 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].[CH3:23]O>>[CH3:23][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]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 23336498HCID 23336498, compound

Product 1

HCID 23336484HCID 23336484, compoundYield 90%

Procedure

10 ml of methanol and 3 ml of 10% methanolic 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 concentrated to one third volume. The concentrated mixture was alkalified with an aqueous saturated sodium bicarbonate solution, and then extracted with benzene. The extract was washed with water, dried and evaporated to remove solvent. 2.70 g of 1,2,3,4-tetrahydro-1-(3-methoxycarbonylpropyl)-2-ethyl-β-carboline were obtained. Yield: 90%

Workup

  1. temperaturethe mixture was refluxed for 2 hours
  2. concentrationthe mixture was concentrated to one third volume
  3. extractionextracted with benzene
  4. washThe extract was washed with water
  5. customdried
  6. customevaporated
  7. customto remove solvent

Sources & evidence

ORD record
ord-afda74121de84f1cb9da96ccb140d5d4
Source dataset
uspto-grants-1980_10
Patent number
US04228168

Reaction notes

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