tert-butyl 3-(4-bromophenoxy)azetidine-1-carboxylate synthesis

5synthesis methods

Product Name:tert-butyl 3-(4-bromophenoxy)azetidine-1-carboxylate
CAS Number:960402-39-5
Molecular formula:C14H18BrNO3
Molecular Weight:328.2

106-41-2
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141699-55-0 Synthesis

141699-55-0
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tert-butyl 3-(4-bromophenoxy)azetidine-1-carboxylate

960402-39-5
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Yield:960402-39-5 84.4 %

Reaction Conditions:

with di-isopropyl azodicarboxylate;triphenylphosphine in tetrahydrofuran at 0 - 110;

Steps:

53.1 The first step: Preparation of tert-butyl 3-(4-bromophenoxy)azetidine-1-carboxylate (intermediate 53k)

To 4-bromophenol (2.40g, 13.86mmol)and tert-butyl 3-hydroxyazetidine-1-carboxylate (2g, 11.55mmol) in THF (60mL) solution was added triphenylphosphine (3.98g, 15.17mmol) at one time, then at 0°C DIAD (2.81 g, 13.90 mmol) was added dropwise. After dropping, the reaction was heated to 110° C. and stirred for 5 hours. After the reaction was complete, it was cooled to 25°C, concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (PE:EA=1:08:1) to obtain the target compound as a white solid (3.2g, 84.4%).

References:

CN114716370,2022,A Location in patent:Paragraph 0782-0787

106-41-2
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141699-58-3 Synthesis