4-Hydroxybenzaldehyde → 4-(2-quinolinylmethoxy)Benzaldehyde

HRID 1607900Notes

Reaction equation

HRID 1607900 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.Cl.Cl[CH2:12][C:13]1[CH:22]=[CH:21][C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[N:14]1[C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:21]=[CH:22][C:13]=1[CH2:12][O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1264-HydroxybenzaldehydeHCID 11430Potassium CarbonateHCID 30838232-(Chloromethyl)quinoline hydrochloride

Product 1

HCID 145789604-(2-quinolinylmethoxy)Benzaldehyde

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

From a mixture of 4-hydroxybenzaldehyde (5 g), 2-chloromethylquinoline hydrochloride (10.8 g) and anhydrous potassium carbonate (80 g) in dimethylformamide (100 ml), a total of 6.6 grams of captioned product as an off-white colored solid, m.p. 69°-72° C., was prepared similarily as in Example 1A.

Sources & evidence

ORD record
ord-3618b39659d846049b3890845610d1d9
Source dataset
uspto-grants-1989_09
Patent number
US04868193

Reaction notes

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