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ChemicalBook CAS DataBase List 2-(HYDROXYMETHYLENE)CYCLOHEXANONE
823-45-0

2-(HYDROXYMETHYLENE)CYCLOHEXANONE synthesis

1synthesis methods
-

Yield:823-45-0 100%

Reaction Conditions:

with sodium hydride in tetrahydrofuran;paraffin oil at 10 - 20;

Steps:

4.1

Intermediate 4: Preparation of (6-Fluoro-l-methoxy-9-methyl-9H-carbazoI-4- yl)-acetonitrileStepl: Preparation of 2-Hydroxymethylene-cyclohexanoneTo a solution of cyclohexanone (25 g, 0.26 mole) in THF (1 litre) was added ethyl formate (25.48 g, 0.34 mole), and then 60% sodium hydride in paraffin oil (12.24 g, 0.31 mole) at 10-20 0C and the mixture was stirred for overnight at room temperature. After completion of the reaction, the reaction mixture was filtered and the solid was washed with dry tetrahydrofuram (200 ml), dried under vacuum to give the desired product (32.1 g, yield 100%) as off-white solid. 1H NMR (300 MHz, OMSO-d6): δ 1.40 - 1.56 (m, 4H), 1.86 -1.90 (m, 2H), 2.06-2.11 (m, 2H), 9.18 (s, IH)

References:

WO2009/115874,2009,A2 Location in patent:Page/Page column 30

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