Benzamide → HCID 66678044, compound

HRID 1619987Notes

Reaction equation

HRID 1619987 reaction equation
Br[CH:2]1[C:7](=O)[CH2:6][CH2:5][CH:4]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:3]1.[C:14]([NH2:22])(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.ClC(Cl)C>C(Cl)Cl>[C:15]1([C:14]2[O:21][C:2]3[CH2:3][CH:4]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:5][CH2:6][C:7]=3[N:22]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 2331BenzamideHCID 63651,1-DichloroethaneHCID 12917737Ethyl 3-bromo-4-oxocyclohexane-1-carboxylate

Product 1

HCID 66678044HCID 66678044, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
120 °C

Procedure

16.0 g (64.23 mmol) ethyl 3-bromo-4-oxo-cyclohexanecarboxylate are combined with 7.8 g (64.39 mmol) benzamide and 50 ml of dichloroethane in a pressure vessel and stirred overnight at 120° C. The reaction mixture is diluted with DCM and washed 2× with 5% potassium carbonate solution as well as 1× with sat. saline solution. The org. phase is dried on magnesium sulphate and the solv. is eliminated completely in vacuo, the residue is purified through silica gel (eluant cyclohexane/EA).

Workup

  1. washwashed 2× with 5% potassium carbonate solution as well as 1× with sat. saline solution
  2. customphase is dried on magnesium sulphate
  3. customthe residue is purified through silica gel (eluant cyclohexane/EA)

Sources & evidence

ORD record
ord-75206d5640d84840a6d5f225224fa6bf
Source dataset
uspto-grants-2014_07
Patent number
US08772323B2

Reaction notes

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