Potassium Hydroxide → HCID 14155429, compound

HRID 648928Notes

Reaction equation

HRID 648928 reaction equation
C(OC([N:6]1[CH2:27][CH2:26][N:9]2[C:10]3[CH:25]=[CH:24][CH:23]=[CH:22][C:11]=3[CH2:12][N:13]3[C:21]4[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=4[CH:15]=[C:14]3[CH:8]2[CH2:7]1)=O)C.[OH-].[K+]>C(O)C>[CH2:7]1[CH:8]2[C:14]3[N:13]([C:21]4[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=4[CH:15]=3)[CH2:12][C:11]3[CH:22]=[CH:23][CH:24]=[CH:25][C:10]=3[N:9]2[CH2:26][CH2:27][NH:6]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 20144288HCID 20144288, compound

Product 1

HCID 14155429HCID 14155429, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 4.4 g of 1,3,4,16b-tetrahydro-2-ethoxycarbonyl-2H,10H-indolo[2,1-c]pyrazino[1,2-a][1,4]benzodiazepine in 88 ml ethanol is added 24 ml of 50% potassium hydroxide solution. The reaction mixture is heated at reflux temperature for 6 hours. The solvent is evaporated to dryness under reduced pressure and the residue extracted with a mixture of 350 ml of diethyl ether and 250 ml of water. The ethereal extract is washed with water, separated and then dried over anhydrous magnesium sulfate. The solvent is evaporated to yield 1,3,4,16b-tetrahydro-2H,10H-indolo[2,1-c]pyrazino[1,2-a][1,4]benzodiazepine which is converted to the hydrochloride salt, mp 263° dec.

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux temperature for 6 hours
  3. customThe solvent is evaporated to dryness under reduced pressure
  4. extractionthe residue extracted with a mixture of 350 ml of diethyl ether and 250 ml of water
  5. extractionThe ethereal extract
  6. washis washed with water
  7. customseparated
  8. dry with materialdried over anhydrous magnesium sulfate
  9. customThe solvent is evaporated

Sources & evidence

ORD record
ord-c97e0cb37f954e3baabf6ba0ff03c8cc
Source dataset
uspto-grants-1988_04
Patent number
US04737496

Reaction notes

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