Sodium Hydroxide → Emetine

HRID 1267097Notes

Reaction equation

HRID 1267097 reaction equation
[CH3:1][CH2:2][C@@H:3]1[C@@H:16]([CH2:17][C@H:18]2[NH:27][CH2:26][CH2:25][C:24]3[C:19]2=[CH:20][C:21]([O:30][CH3:31])=[C:22]([O:28][CH3:29])[CH:23]=3)[CH2:15][C@@H:14]2[N:5]([CH2:6][CH2:7][C:8]3[C:13]2=[CH:12][C:11]([O:32][CH3:33])=[C:10]([O:34][CH3:35])[CH:9]=3)[CH2:4]1.Cl.Cl.[OH-].[Na+]>O>[CH3:1][CH2:2][C@@H:3]1[C@@H:16]([CH2:17][C@H:18]2[NH:27][CH2:26][CH2:25][C:24]3[CH:23]=[C:22]([O:28][CH3:29])[C:21]([O:30][CH3:31])=[CH:20][C:19]2=3)[CH2:15][C@@H:14]2[N:5]([CH2:6][CH2:7][C:8]3[CH:9]=[C:10]([O:34][CH3:35])[C:11]([O:32][CH3:33])=[CH:12][C:13]=32)[CH2:4]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 3068143Emetine dihydrochloride

Product 1

HCID 10219EmetineYield 92.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5 g of Emetine dihydrochloride (5H2O) was dissolved in 100 ml of water and thereto was added 0.1 N sodium hydroxide to adjust pH to 7.5. The solution was extracted three times with 100 ml of ether. The removal of ether gave about 4 g of emetine (emetine).

Workup

  1. extractionThe solution was extracted three times with 100 ml of ether
  2. customThe removal of ether

Sources & evidence

ORD record
ord-8b2fd1c099a445e49198718c7c782c6b
Source dataset
uspto-grants-2003_04
Patent number
US06552035B2

Reaction notes

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