Potassium Hydroxide → HCID 10149253, compound

HRID 1789979Notes

Reaction equation

HRID 1789979 reaction equation
[CH3:1][C:2]1([CH3:24])[N:11]2[CH:12]3[CH2:17][CH2:16][N:15](C(OCC)=O)[CH2:14][CH:13]3[C:9]3[C:10]2=[C:5]([CH:6]=[CH:7][CH:8]=3)[N:4]([CH3:23])[CH2:3]1.[OH-].[K+]>C(O)CCC.O>[CH3:1][C:2]1([CH3:24])[N:11]2[CH:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH:13]3[C:9]3[C:10]2=[C:5]([CH:6]=[CH:7][CH:8]=3)[N:4]([CH3:23])[CH2:3]1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 22036775HCID 22036775, compound

Product 1

HCID 10149253HCID 10149253, compoundYield 97.1%

Reagents, catalysts & solvents 2

HCID 2631-ButanolSolventHCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

To a solution of ethyl 1,1,3-trimethyl-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3′,4′:4,5]pyrrolo[1,2,3-de]quinoxaline-8(7H)-carboxylate (8 mg, 0.02 mmol) in n-butanol (5 mL) at rt was added KOH (50 mg, 0.89 mmol) and stirred at 120° C. for 20 hours. The solution was diluted with water (10 mL) and extracted with EtOAc (2×20 mL). The combined extracts were dried over magnesium sulfate and concentrated to afford the title compound (5 mg, 81%). MS [M+H]+ 258.

Workup

  1. extractionextracted with EtOAc (2×20 mL)
  2. dry with materialThe combined extracts were dried over magnesium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-c32e62ca360e4113b29284295ba445c8
Source dataset
uspto-grants-2006_07
Patent number
US07071186B2

Reaction notes

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