Potassium Carbonate → Ethyl 2-(3-(2-(3-(2-quinolinylmethyloxy)phenyl)-2-oxoethyl)phenoxy)acetate

HRID 2073906Notes

Reaction equation

[OH:1][C:2]1[CH:3]=[C:4]([C:8](=[O:23])[CH2:9][C:10]2[CH:11]=[C:12]([CH:20]=[CH:21][CH:22]=2)[O:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:5]=[CH:6][CH:7]=1.Cl[CH2:25][C:26]1[CH:35]=[CH:34][C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[N:27]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[N:27]1[C:28]2[C:33](=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:34]=[CH:35][C:26]=1[CH2:25][O:1][C:2]1[CH:3]=[C:4]([C:8](=[O:23])[CH2:9][C:10]2[CH:11]=[C:12]([CH:20]=[CH:21][CH:22]=2)[O:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:5]=[CH:6][CH:7]=1

Participants

Conditions

Temperature: 60 °C

Procedure

A mixture of ethyl 2-(3-(2-(3-hydroxyphenyl)2-oxoethyl)phenoxy)acetate (0.01 mol), 2-chloromethylquinoline (0.01 mol), and K2CO3 (0.01 mol) in 20 mL of DMF are heated at 60° C. overnight. After work-up, the crude product is purified by flash chromatography to give ethyl 2-(3-(2-(3-(2-quinolinylmethyloxy)phenyl)-2-oxoethyl)phenoxy)acetate.

Workup

customAfter work-up, the crude product is purified by flash chromatography

Sources & evidence

ORD record: ord-2c3d24bea6614688b35a67f6b5913618
Source dataset: uspto-grants-1990_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04920131

Reaction notes

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