Sodium Hydroxide → 5-Chlorotryptamine

HRID 1666884Notes

Reaction equation

HRID 1666884 reaction equation
Cl.[Cl:2][C:3]1[CH:14]=[C:13]2[C:6]([NH:7][CH:8]=[C:9]2[CH2:10][CH2:11][NH2:12])=[CH:5][CH:4]=1.[OH-].[Na+]>ClCCl>[Cl:2][C:3]1[CH:14]=[C:13]2[C:6]([NH:7][CH:8]=[C:9]2[CH2:10][CH2:11][NH2:12])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 28274945-Chloro-1H-indole-3-ethylamine monohydrochloride

Product 1

HCID 773795-Chlorotryptamine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Add 5-chlorotryptamine hydrochloride (15 g, 0.06 mole) water (150 ml), NaOH 1N (75 ml), and dichloromethane (350 mL). Stir the mixture at room temperature for 30 minutes, and separate the phases. Wash the aqueous phase with dichloromethane, combine the organic phases, dry over MgSO4, filter, and evaporate to dryness under vacuum to give the title compound.

Workup

  1. customseparate the phases
  2. washWash the aqueous phase with dichloromethane
  3. dry with materialdry over MgSO4
  4. filtrationfilter
  5. customevaporate to dryness under vacuum

Sources & evidence

ORD record
ord-a0856b8fc05e4090abb4c08150d35ffa
Source dataset
uspto-grants-2011_10
Patent number
US08044090B2

Reaction notes

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