3-(4-Trifluoromethyl-phenoxy)-azetidine synthesis
- Product Name:3-(4-Trifluoromethyl-phenoxy)-azetidine
- CAS Number:76263-21-3
- Molecular formula:C10H10F3NO
- Molecular Weight:217.19
402-45-9
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141699-55-0
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76263-21-3
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$237.00/500mg
Yield:76263-21-3 300 mg
Reaction Conditions:
Stage #1: 4-hydroxybenzotrifluoride;tert-butyl 3-hydroxyazetidine-1-carboxylatewith di-isopropyl azodicarboxylate;triphenylphosphine in tetrahydrofuran at 20; for 48 h;
Stage #2: with trifluoroacetic acid in dichloromethane at 20; for 1 h;
Steps:
52 Description 52: 3-(4-(trifluoromethyl)phenoxy)azetidine (D52)
To a solution of 1-Boc-3-hydroxyazetidine (1 g, 5.77 mmol, available from Aldrich 694347) and 4-(Trifluoromethyl)phenol (0.94 g, 5.77 mmol) in dry tetrahydrofuran (10 ml), Triphenylphosphine (1.66 g, 6.35 mmol) and diisopropyl azodicarboxylate (1.25 ml, 6.35 mmol) were added. The mixture was stirred at room temperature for 2 days. Solvents were evaporated in vacuo and the residue was loaded on SPE-Si (25 g) cartridge and purified eluting with a mixture petroleum ether/ethyacetate (from 100/0 to 80/20). Collected fractions gave, after evaporation, a residue that was treated with a mixture dichloromethane/trifluoroacetic acid (0.5 ml/2 ml). The reaction mixture was stirred 1 h at room temperature then solvents were evaporated in vacuo. The residue was loaded on SPE-SCX (25g) cartridge. Collected ammonia fractions gave, after evaporation, the title compound (D52) (300 mg).
References:
US2013/261100,2013,A1 Location in patent:Paragraph 0438-0439
![Azetidine, 1-(diphenylmethyl)-3-[4-(trifluoromethyl)phenoxy]-](/CAS/20210305/GIF/232600-32-7.gif)
232600-32-7
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76263-21-3
39 suppliers
$237.00/500mg
402-45-9
360 suppliers
$20.00/5/ G
76263-21-3
39 suppliers
$237.00/500mg