Sodium Hydroxide → HCID 675100, compound

HRID 1249087Notes

Reaction equation

HRID 1249087 reaction equation
[CH3:1][C@H:2]1[C:14]2[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]=2[CH2:5][C@H:4]([C:15]([O:17]C)=[O:16])[NH:3]1.[OH-].[Na+]>CO>[CH3:1][C@H:2]1[C:14]2[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]=2[CH2:5][C@H:4]([C:15]([OH:17])=[O:16])[NH:3]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 754468HCID 754468, compound

Product 1

HCID 675100HCID 675100, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl (1RS,3SR)-trans-1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylate (2.44 g) is dissolved in methanol (30 ml), and thereto is added 1N NaOH (13 ml). The mixture is stirred at room temperature for 3 hours, and the solvent is distilled off under reduced pressure. The residue is dissolved in water and is acidified with 10% HCl. The precipitated crystals are collected by filtration, washed with water and dried to give the title compound (2.21 g, 90%) as colorless needles, m.p. 242°-244° C. (recrystallized from aqueous ethanol).

Workup

  1. distillationthe solvent is distilled off under reduced pressure
  2. dissolutionThe residue is dissolved in water
  3. filtrationThe precipitated crystals are collected by filtration
  4. washwashed with water
  5. customdried
  6. customto give
  7. customthe title compound (2.21 g, 90%) as colorless needles, m.p. 242°-244° C. (recrystallized from aqueous ethanol)

Sources & evidence

ORD record
ord-8d676e097fda4e84bba0b8218843f5f4
Source dataset
uspto-grants-1986_12
Patent number
US04628057

Reaction notes

Loading…