METHYL 3-CHLORO-4-ISOPROPOXYBENZOATE synthesis

8synthesis methods

Product Name:METHYL 3-CHLORO-4-ISOPROPOXYBENZOATE
CAS Number:213598-06-2
Molecular formula:C11H13ClO3
Molecular Weight:228.67

3964-57-6 Synthesis

3964-57-6
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67-63-0 Synthesis

67-63-0
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213598-06-2
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Yield:213598-06-2 100%

Reaction Conditions:

with di-isopropyl azodicarboxylate;triphenylphosphine in tetrahydrofuran at 0 - 20; for 16 h;

Steps:

13.A

To a solution of 1.42 g (7.63 mmol) of methyl 3-chloro-4-hydroxybenzoate, 585 μL (7.63 mmol) of 2-propanol, and 3.0 g (11.45 mmol) of triphenylphosphine in 20 mL of THF at 0 OC was added 2.25 mL (11.45 mmol) of diisopropyl azodicarboxylate. The mixture was allowed to warm up to rt and stirred for 16 hr. The solvent was removed. Chromatography on a Biotage 40+M cartridge using 1:19 v/v EtOAc/hexanes as the eluant afforded 1.77 g (100 %) of the title compound: lH NMR δ 1.41 (d, J = 6.2, 6H), 4.63 - 4.70 (m, IH), 6.93 (d, J = 8.7, IH), 7.89 (dd, J = 2.2, 8.6, IH), 8.05 (d, J = 2.0, IH).

References:

WO2006/47195,2006,A2 Location in patent:Page/Page column 49