Potassium Hydroxide → HCID 86753912, compound

HRID 1586605Notes

Reaction equation

HRID 1586605 reaction equation
[CH3:1][N:2]([CH3:34])[CH2:3][CH:4]([OH:33])[CH2:5][N:6]1[C:18]2[C:17]3[N:19]([CH3:26])[C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][C:25]=4[C:16]=3[C:15]3[C:27](=[O:32])N(C)[C:29](=[O:30])[C:14]=3[C:13]=2[C:12]2[C:7]1=[CH:8][CH:9]=[CH:10][CH:11]=2.[OH-:35].[K+]>>[CH3:34][N:2]([CH3:1])[CH2:3][CH:4]([OH:33])[CH2:5][N:6]1[C:18]2[C:17]3[N:19]([CH3:26])[C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][C:25]=4[C:16]=3[C:15]3[C:27](=[O:32])[O:30][C:29](=[O:35])[C:14]=3[C:13]=2[C:12]2[C:7]1=[CH:8][CH:9]=[CH:10][CH:11]=2

Participants

3

Reactant 2

HCID 14797Potassium HydroxideHCID 21216823HCID 21216823, compound

Product 1

HCID 86753912HCID 86753912, compound

Procedure

950 mg (2.1 mmol) (±)-12-(3-dimethylamino-2-hydroxy-1-propyl)-6,7,12,13-tetrahydro-6,13-dimethyl-5,7-dioxo-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole are heated under reflux for 16 hours in 150 ml 15% methanolic potassium hydroxide solution. The solution is evaporated to one half, mixed with 100 ml of water and weakly acidified with semi-concentrated hydrochloric acid. The precipitate obtained is filtered off, stirred with 50 ml 5% sodium hydrogen carbonate solution, again filtered and dried. (±)-12-(3-Dimethylamino-2-hydroxy-1-propyl)-6,7,12,13-tetrahydro-13-methyl-5,7-dioxo-indolo[2,3-a]furano[3,4-c]carbazole is obtained in the form of a yellow amorphous powder.

Workup

  1. customThe solution is evaporated to one half
  2. additionmixed with 100 ml of water
  3. customThe precipitate obtained
  4. filtrationis filtered off
  5. filtrationagain filtered
  6. customdried

Sources & evidence

ORD record
ord-fff7370e5fe84fcbaad234c2e98e3521
Source dataset
uspto-grants-1999_08
Patent number
US05945440

Reaction notes

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