2-Tetralone → 1-[(Dimethylamino)methylidene]-3,4-dihydronaphthalen-2(1H)-one

HRID 1980808Notes

Reaction equation

HRID 1980808 reaction equation
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][C:2]1=[O:11].CO[CH:14](OC)[N:15]([CH3:17])[CH3:16]>>[CH3:14][N:15]([CH:17]=[C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][C:2]1=[O:11])[CH3:16]

Participants

3

Reactant 2

HCID 682662-TetraloneHCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 539804411-[(Dimethylamino)methylidene]-3,4-dihydronaphthalen-2(1H)-one

Procedure

Heat 8.0 ml of 2-tetralone and 12.0 ml of dimethylformamide dimethyl acetal under reflux at 80° for 11/2 hours. Concentrate the reaction mixture in vacuo. Dissolve the residue in hot methanol, add charcoal, filter, and concentrate the filtrate in vacuo to give the title compound, an amber oil.

Workup

  1. temperatureunder reflux at 80° for 11/2 hours
  2. concentrationConcentrate the reaction mixture in vacuo
  3. dissolutionDissolve the residue in hot methanol
  4. additionadd charcoal
  5. filtrationfilter
  6. concentrationconcentrate the filtrate in vacuo

Sources & evidence

ORD record
ord-513574d6745545c8b28fa34a67b02d53
Source dataset
uspto-grants-1985_04
Patent number
US04511569

Reaction notes

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