Potassium Hydroxide → HCID 58246337, compound

HRID 242048Notes

Reaction equation

HRID 242048 reaction equation
C(OC(=O)[NH:5][C:6]1[CH:15]=[C:14]2[C:9]([CH2:10][CH2:11][N:12]=[C:13]2[C:16]2([C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=3)[CH2:19][CH2:18][CH2:17]2)=[CH:8][CH:7]=1)C.[OH-].[K+]>C(O)C.O>[Cl:26][C:23]1[CH:22]=[CH:21][C:20]([C:16]2([C:13]3[C:14]4[C:9](=[CH:8][CH:7]=[C:6]([NH2:5])[CH:15]=4)[CH2:10][CH2:11][N:12]=3)[CH2:19][CH2:18][CH2:17]2)=[CH:25][CH:24]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 58246278HCID 58246278, compound

Product 1

HCID 58246337HCID 58246337, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

{1-[1-(4-Chloro-phenyl)-cyclobutyl]-3,4-dihydro-isoquinolin-7-yl}-carbamic acid ethyl ester (400 mg, 1.04 mmol) in a solution of potassium hydroxid in ethanol (20 ml, 10%) are stirred for 5 h under reflux. The solvent was reduced, the reaction mixture was diluted with water and extracted with ethyl acetate. The combined organic layers were washed with saturated sodium chloride solution and dried with sodium sulphate to give the final product (0.32 mg, 1.04 mmol, 99%) as an orange solid that was used without further purification.

Workup

  1. temperatureunder reflux
  2. extractionextracted with ethyl acetate
  3. washThe combined organic layers were washed with saturated sodium chloride solution
  4. dry with materialdried with sodium sulphate

Sources & evidence

ORD record
ord-b97c52b0acec41ac890449afb105f015
Source dataset
uspto-grants-2014_02
Patent number
US08653100B2

Reaction notes

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