1-Benzhydryl-3-phenoxy-azetidine synthesis
- Product Name:1-Benzhydryl-3-phenoxy-azetidine
- CAS Number:82622-43-3
- Molecular formula:C22H21NO
- Molecular Weight:315.41
33301-41-6
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$13.50/250mg
82622-43-3
12 suppliers
$99.00/1g
Yield:82622-43-3 84%
Reaction Conditions:
Stage #1: phenolwith sodium hydride in toluene at 60; for 2 h;
Stage #2: 1-benzhydryl-3-azetidinyl methanesulfonate in toluene at 80; for 2 h;
Steps:
62
Preparation 62: 1-(Diphenylmethyl)-3-phenoxyazetidine Phenol (6.68 g, 75 mmol) was added to a suspension of sodium hydride (60% dispersion in mineral oil, 2.82 g, 75 mmol) in toluene (50 mL) and the mixture was heated at 60° C. for 2 hours. The temperature was then increased to 80° C. and a solution of 1-(diphenylmethyl)-3-azetidinyl methanesulfonate (15 g, 47 mol) in toluene (150 mL) was added dropwise. The reaction mixture was stirred for 2 hours at 80° C., cooled then washed with water and dilute sodium hydroxide solution. The organic solution was dried over magnesium sulfate, concentrated in vacuo and the residue was re-crystallised from water/isopropanol to afford the title compound as a solid in 84% yield, 12.4 g. LRMS APCI m/z 316 [M+H]+
References:
US2006/160786,2006,A1 Location in patent:Page/Page column 34
33301-41-6
227 suppliers
$13.50/250mg
108-95-2
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$14.00/25g
82622-43-3
12 suppliers
$99.00/1g
18621-17-5
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82622-43-3
12 suppliers
$99.00/1g