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ChemicalBook CAS DataBase List CHEMBRDG-BB 9070809
38002-96-9

CHEMBRDG-BB 9070809 synthesis

1synthesis methods
-

Yield:38002-96-9 90%

Reaction Conditions:

with sodium hydroxide in water; for 16 h;Reflux;

Steps:



To a solution of 3-hydroxybenzylalcohol (2.4 g, 20 mmol) in ME (50 mE) and water (2.5 mE) was first added sodium hydroxide (1.5 g, 37.5 mmol) and then 3-bromo-2- methylpropene (4.1 g, 30 mmol). This reaction mixture was heated to reflux for 16 h. To the mixture was added 10% citric acid (2.5 mE) and the solvent was removed under vacuum. The residue was extracted with ethyl acetate (3x15 mE) and the combined organic layers were washed with saturated NaC1 (10 mE), dried and concentrated to give compound 10 (3.2 g, 90%). ‘HNMR (CDC13, 400 MHz) showed ? 7.26 (m, 1H), 6.94 (m, 2H), 6.86 (m, 1H), 5.11 (s, 1H), 5.01 (s, 1H),4.61 (s, 1H), 4.44 (s, 2H), 1.82 (s, 3H).

References:

US2015/132259,2015,A1 Location in patent:Paragraph 0561; 0562

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