Sodium Hydroxide → HCID 762190, compound

HRID 1249105Notes

Reaction equation

HRID 1249105 reaction equation
[CH2:1]([C@H:4]1[C:16]2[NH:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8]=2[CH2:7][C@@H:6]([C:17]([O:19]C)=[O:18])[NH:5]1)[CH2:2][CH3:3].[OH-].[Na+]>CO>[CH2:1]([C@H:4]1[C:16]2[NH:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8]=2[CH2:7][C@@H:6]([C:17]([OH:19])=[O:18])[NH:5]1)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86741022HCID 86741022, compound

Product 1

HCID 762190HCID 762190, compoundYield 81.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of methyl (1RS,3RS)-cis-1-n-propyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylate (1.3 g), 1N NaOH (5.5 ml) and methanol (8 ml) is stirred at room temperature for 1.5 hours. The mixture is distilled under reduced pressure to remove methanol. The residue is adjusted to pH 4 with 10% HCl, and the precipitated crystals are collected by filtration, washed with water and then dried to give the title compound (1.0 g, 81%) as colorless needles, m.p. 225°-226° C.

Workup

  1. distillationThe mixture is distilled under reduced pressure
  2. customto remove methanol
  3. filtrationthe precipitated crystals are collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-830b5595f8d946fe892f1e19364044ce
Source dataset
uspto-grants-1986_12
Patent number
US04628057

Reaction notes

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