Sodium Hydroxide → HCID 178439625, compound

HRID 551404Notes

Reaction equation

HRID 551404 reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][C:9](Cl)=[CH:10][CH:11]=2)[CH2:6][CH:5]1[C:14]([NH2:16])=O)(=O)C.[OH-].[Na+].C([O-])(O)=O.[Na+]>Cl>[CH2:6]([C:5]1[N:4]=[C:14]([C@@H:5]2[CH2:6][C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[NH:4]2)[NH:16][CH:14]=1)[CH2:7][CH3:8]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 21914132HCID 21914132, compound

Product 1

HCID 178439625HCID 178439625, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
100 °C

Procedure

Compound (8) (0.00170 mol) was dissolved in HCl, 6N (20 ml), and immediately warmed in an oil bath at 100° C. under nitrogen for 200 minutes. The heat was turned off, and the sample was cooled to 0° C. 3 N NaOH (35 ml) was slowly added. Basification was completed with saturated NaHCO3. The sample was extracted with chloroform. The combined organic phases were dried, filtered, and the resulting solution was used without further purification in further synthesis, yielding (S)-2,3-dihydro-2-(4-propyl-1H-imidazol-2-yl)-1H-indole (intermediate 5).

Workup

  1. temperaturethe sample was cooled to 0° C
  2. extractionThe sample was extracted with chloroform
  3. customThe combined organic phases were dried
  4. filtrationfiltered
  5. customthe resulting solution was used without further purification in further synthesis

Sources & evidence

ORD record
ord-9ac4abb2114a40e9898fda34102c5e54
Source dataset
uspto-grants-2011_05
Patent number
US07947713B2

Reaction notes

Loading…