ChemicalBook CAS DataBase List 5-bromonaphthalene-1-carboxylic acid

5-bromonaphthalene-1-carboxylic acid synthesis

11synthesis methods

Product Name:5-bromonaphthalene-1-carboxylic acid
CAS Number:16726-67-3
Molecular formula:C11H7BrO2
Molecular Weight:251.08

86-55-5 Synthesis

86-55-5
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$5.00/5g

16726-67-3
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$15.00/250mg

Yield:16726-67-3 61%

Reaction Conditions:

with bromine;acetic acid at 20 - 110; for 25.5 h;

Steps:

4
Following the general procedure of Short (Short, W.F.; Wang, H. J. Chem. Soc. 1950, 991-4), to a three-necked round-bottomed flask equipped with a reflux condenser, a dropping funnel, and an aqueous NaOH trap was added 1-naphthoic acid w (10.0 g, 58.0 mmol) and AcOH (35 EPO mL). This solution was heated at 110 ⁰C and stirred during the addition of bromine (3.12 mL, 61.0 mmol). After the addition, the mixture was heated for another 1.5 h (A yellow solid precipitated during the heating), and then stirred at room temperature for 24 h. The mixture was poured into ice water. The solid was filtered, washed with water, and crystallized from acetic acid (250 mL) to afford 8.9 g (61%) of bromo acid x as a white solid.

References:

GENENTECH, INC. WO2006/69063, 2006, A1 Location in patent:Page/Page column 66-67

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81-86-7 Synthesis