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ChemicalBook CAS DataBase List [4-(2-MORPHOLIN-4-YLETHOXY)PHENYL]METHANOL
852180-76-8

[4-(2-MORPHOLIN-4-YLETHOXY)PHENYL]METHANOL synthesis

6synthesis methods
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Yield:852180-76-8 93%

Reaction Conditions:

Stage #1: (4-hydroxyphenyl)methanolwith sodium hydroxide in water; for 0.333333 h;
Stage #2: 4-(2-chloroethyl)morpholine hydrochridewith tetrabutylammomium bromide in water;toluene;Reflux;

Steps:

3.3.1; 7.7.1; 11.11.1; 15.15.1; 19.19.1 (4-(2-(morpholin-1-yl)ethoxy)phenyl)methanol

To an aqueous solution (45 ml) of sodium hydroxide (2.4 equivalent) was added 4-(hydroxymethyl)phenol (1.0 equivalent) and stirred for 20 minutes. Then toluene (30ml), 1-(2-chloroethyl)morpholinane hydrochloride (1.3 equivalent) and tetrabutylammonium bromide (0.02 equivalent) were added in sequence, and the reaction was heated to reflux and stirred vigorously. After the reaction, the organic layer was separated and washed with water and brine respectively. After the organic phases were combined, The solvent was removed under reduced pressure and further purified by flash column chromatography to obtain (4-(2-(morpholin-1-yl)ethoxy)phenyl)methanol; the experimental data are as follows: the yield is 93%, white solid;

References:

CN112028888,2020,A Location in patent:Paragraph 0095-0100; 0143-0148; 0191-0196; 0239-0244; 0287