2-Naphthol → 2-(2-Naphthyloxy)propanedioic acid diethyl ester

HRID 1493971

Reaction equation

HRID 1493971 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[OH:11].[CH2:12]([O:14][C:15](=[O:23])[CH:16](Cl)[C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH3:13].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:12]([O:14][C:15](=[O:23])[CH:16]([O:11][C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:1]=1)[C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH3:13]

Participants

5

Reactant 3

HCID 86632-NaphtholHCID 11430Potassium CarbonateHCID 84182Diethyl chloromalonate

Product 1

HCID 445225882-(2-Naphthyloxy)propanedioic acid diethyl esterYield 93%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

This compound was prepared following Procedure 33. Thus, a mixture of 43.2 g (0.3 mole) of 2-naphthol, 70 g (0.36 mole) of diethylchloromalonate and 69.1 g (0.5 mole) of anhydous potassium carbonate in 750 ml of acetone gave 84.0 g (93%) of a tan solid. An analytical sample, mp 57°-58.5° C. (lit.1 mp 57°-58° C.), was recrystallized from isopropyl ether.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-89eec1bd864e45d996ca8e25a04280cc
Source dataset
uspto-grants-1991_06
Patent number
US05025031

Linked notes

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