4-(HYDROXYMETHYL)NAPHTHALENE-1-CARBONITRILE synthesis

13synthesis methods

Product Name:4-(HYDROXYMETHYL)NAPHTHALENE-1-CARBONITRILE
CAS Number:79996-90-0
Molecular formula:C12H9NO
Molecular Weight:183.21

41014-20-4 Synthesis

4-(BROMOMETHYL)NAPHTHALENE-1-CARBONITRILE

41014-20-4
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4-(HYDROXYMETHYL)NAPHTHALENE-1-CARBONITRILE

79996-90-0
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Yield:79996-90-0 85.3%

Reaction Conditions:

with lithium hydroxide monohydrate;anhydrous sodium carbonate in 1,4-dioxane at 100; for 3 h;

Steps:

68.B Step B: Synthesis of 4-(hydroxymethyl)-1-naphthalenenitrile

To a solution of 4-(bromomethyl)-1-naphthalenecarbonitrile (630 mg, 2.56 mmol) in 1,4-dioxane/water (6.5 mL/6.5 mL) was added sodium carbonate (542 mL) at room temperature mg, 5.11 mmol), heated to 100 degrees Celsius for 3 hours.The reaction was completed, cooled to room temperature, extracted with ethyl acetate (50 mL×L), washed, and the organic phase was washed with saturated brine (50 mL), then dried over anhydrous sodium sulfate, and finally concentrated under reduced pressure to obtain 400 mg 4-(hydroxymethyl)-1-naphthalenenitrile as a white solid (yield: 85.3%).

References:

WO2022/68772,2022,A1 Location in patent:Page/Page column 106-107