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ChemicalBook CAS DataBase List methyl 3-(benzyloxy)cyclobutanecarboxylate

methyl 3-(benzyloxy)cyclobutanecarboxylate synthesis

8synthesis methods
-

Yield: 94%

Reaction Conditions:

with thionyl chloride at 0 - 75; for 16 h;

Steps:

1 Step 1
To a solution of 3-benzyloxycyclobutanecarboxylic acid (10 g, 48.49 mmol, 1 eq) in methanol (100 mL) was added thionyl chloride (11.54 g, 96.98 mmol, 7.03 mL, 2 eq) dropwise at 0 °C, then heated to 75 °C and stirred for 16 h. The reaction mixture was concentrated to give a residue which was purified by silica gel column chromatography (petroleum ether/ethyl acetate = 20/1 to 5/1). Methyl 3-benzyloxycyclobutanecarboxylate (10.13 g, 45.99 mmol, 94% yield) was obtained as a colorless oil.

References:

ARVINAS OPERATIONS, INC. WO2021/11913, 2021, A1 Location in patent:Paragraph 1341; 1342