1-Tetralone → HCID 53804209, compound

HRID 224900Notes

Reaction equation

HRID 224900 reaction equation
[CH2:1]1[CH2:11][C:9](=[O:10])[C:8]2[C:3](=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:2]1.[CH3:12][N:13]([CH3:26])[CH2:14][CH2:15][CH2:16][O:17][C:18]1[CH:25]=[CH:24][CH:23]=[CH:22][C:19]=1[CH:20]=O.[OH-].[K+]>C(O)C>[CH3:26][N:13]([CH3:12])[CH2:14][CH2:15][CH2:16][O:17][C:18]1[CH:25]=[CH:24][CH:23]=[CH:22][C:19]=1[CH:20]=[C:11]1[CH2:1][CH2:2][C:3]2[C:8](=[CH:7][CH:6]=[CH:5][CH:4]=2)[C:9]1=[O:10]

Participants

5

Reactant 3

HCID 107241-TetraloneHCID 14797Potassium HydroxideHCID 29959682-[3-(Dimethylamino)propoxy]benzaldehyde

Product 1

HCID 53804209HCID 53804209, compoundYield 110.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

α-Tetralone (26.4 g) and 40 g of 2-[3-(dimethylamino)-propoxy]benzaldehyde are reacted in 180 ml of ethanol in the presence of 1.2 g of potassium hydroxide following the procedure in Example 1A. The product is extracted with ether and the solvent is evaporated to give a viscous residue (67.2 g), which begins to solidify on standing. It is crystallized from a mixture of 120 ml of warm diisopropylether and 120 ml of hexane to give 45.7 g of crystals, melting point 67°-69° C.

Workup

  1. extractionThe product is extracted with ether
  2. customthe solvent is evaporated

Sources & evidence

ORD record
ord-1fdf50d9aaba411fa77e3f934ac43085
Source dataset
uspto-grants-1980_11
Patent number
US04234602

Reaction notes

Loading…