6-Methoxy-alpha-tetralone → HCID 54253203, compound

HRID 224899Notes

Reaction equation

HRID 224899 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[CH2:8][CH2:7][CH2:6]2.[CH3:14][N:15]([CH3:28])[CH2:16][CH2:17][CH2:18][O:19][C:20]1[CH:27]=[CH:26][C:23]([CH:24]=O)=[CH:22][CH:21]=1.[OH-].[K+]>C(O)C>[CH3:28][N:15]([CH3:14])[CH2:16][CH2:17][CH2:18][O:19][C:20]1[CH:21]=[CH:22][C:23]([CH:24]=[C:8]2[CH2:7][CH2:6][C:5]3[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=3)[C:9]2=[O:13])=[CH:26][CH:27]=1

Participants

5

Reactant 3

HCID 141126-Methoxy-alpha-tetraloneHCID 14797Potassium HydroxideHCID 5469324-[3-(Dimethylamino)propoxy]benzaldehyde

Product 1

HCID 54253203HCID 54253203, compoundYield 81.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Interaction of 16 g of 6-methoxy-1-tetralone and 19 g of 4-(3-dimethylaminopropoxy)benzaldehyde in 95 ml of ethanol in the presence of 0.6 g of potassium hydroxide following the procedure described in Example 1A, yields 27 g of crude product; melting point 68°-71° C. Following crystallization from 70 ml of diisopropyl ether, the product weighs 18.6 g, melting point 76°-78° C.

Sources & evidence

ORD record
ord-082ddcc8b4504c1b83c3f851d1469d8e
Source dataset
uspto-grants-1980_11
Patent number
US04234602

Reaction notes

Loading…