Dimethylamine → HCID 13446053, compound

HRID 1277921Notes

Reaction equation

HRID 1277921 reaction equation
[CH3:1][NH:2][CH3:3].[O:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[C:8](=[O:15])[CH2:7][C:6](=O)[CH2:5]1.C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[CH3:1][N:2]([CH3:3])[C:6]1[CH2:5][O:4][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[C:8](=[O:15])[CH:7]=1

Participants

6

Reactant 4

HCID 674DimethylamineHCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 3196771-Benzoxepin-3,5(2H,4H)-dione

Product 1

HCID 13446053HCID 13446053, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Dimethylamine is introduced while stirring into a boiling solution of 52.8 g (0.3 mole) 2,3,4,5-tetrahydro-1-benzoxepin-3,5-dione and a spatula tip of p-toluene sulfonic acid in 225 ml toluene. The water of reaction is separated by a water separator. After the reaction has ended, the solution is concentrated, the remaining residue is filtered under suction and recrystallized from chloroform/ether. 42 g (69% of the theoretical yield) of 3-dimethylamino-1-benzoxepin-5(2H)-one are obtained. This compound displays a melting point of 136-136° C.

Workup

  1. customis separated by a water separator
  2. concentrationthe solution is concentrated
  3. filtrationthe remaining residue is filtered under suction
  4. customrecrystallized from chloroform/ether

Sources & evidence

ORD record
ord-b6c651d09cbb4fdda6e6950b7c24ad94
Source dataset
uspto-grants-1981_07
Patent number
US04279905

Reaction notes

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