ChemicalBook CAS DataBase List 4-Chloro-3-propoxybenzoic acid

4-Chloro-3-propoxybenzoic acid synthesis

8synthesis methods

Product Name:4-Chloro-3-propoxybenzoic acid
CAS Number:65136-52-9
Molecular formula:C10H11ClO3
Molecular Weight:214.65

120-47-8
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$5.00/100mg

109-70-6 Synthesis

109-70-6
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$10.00/5g

65136-52-9
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$65.00/500mg

Yield:65136-52-9 94%

Reaction Conditions:

Stage #1: Ethyl 4-hydroxybenzoate;1-chloro-3-bromopropanewith potassium carbonate in acetonitrile; for 12 h;Reflux;
Stage #2: with methanol;sodium hydroxide for 1 h;Reflux;

Steps:

1.1 Step 1: 4-(3-Chloropropoxy)benzoic acid (Intermediate 1)

Ethyl p-hydroxybenzoate II-1 (12 g, 72 mmol), 1,3-bromochloropropane (14.2 mL, 144 mmol)and K₂CO₃(20 g, 144 mmol) were dissolved in 100 mL of acetonitrile. Heat to reflux for 12 h.Excess K₂CO_{3 was}removed by suction filtration, and thesolvent wasevaporatedunderreduced pressureto give a white oil.15 mL of 6 N NaOH solution and 30 mL of CH₃OH wereadded directlyand refluxed for 1 h.The reactionmixture was clarified, cooled, acidified to pH = 2 with 2N hydrochloric acid, and a large white solid was precipitated, filtered, washed with water, and dried to give a whitesolid powder of 14.5 g.Yield 94%

References:

CN109111400,2019,A Location in patent:Paragraph 0023; 0044; 0045; 0046