1-Benzhydryl-3-methyleneazetidine

Base Information

• Chemical Name: 1-Benzhydryl-3-methyleneazetidine
• CAS No.: 40569-55-9
• Molecular Formula: C17H17 N
• Molecular Weight: 235.329
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20456969
• Nikkaji Number: J1.517.335A
• Wikidata: Q82279621
• Mol file: 40569-55-9.mol

Synonyms:1-BENZHYDRYL-3-METHYLENEAZETIDINE;40569-55-9;1-benzhydryl-3-methylideneazetidine;1-(diphenylmethyl)-3-methylideneazetidine;1-DIPHENYLMETHYL-3-METHYLENEAZETIDINE;1-(diphenylmethyl)-3-methyleneazetidine;SCHEMBL4067076;AMY6139;DTXSID20456969;KHPQTAVKWSGAOL-UHFFFAOYSA-N;1-benzhydryl-3-methylene-azetidine;MFCD11559000;AKOS016014463;PB28300;1-(Diphenylmethyl)-3-methylene-azetidine;AS-39041;CS-0052823;A825174;J-504217

Chemical Property of 1-Benzhydryl-3-methyleneazetidine

Chemical Property:

• PSA: 3.24000
• LogP: 3.58570
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 235.136099547
• Heavy Atom Count: 18
• Complexity: 258

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

1-Diphenylmethyl-3-methyleneazetidine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C1CN(C1)C(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of 1-Benzhydryl-3-methyleneazetidine

There total 2 articles about 1-Benzhydryl-3-methyleneazetidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

N-benzhydryl 3-azetidinone (40320-60-3) → 1-benzhydryl-3-methylene-azetidine (40569-55-9)

Guidance literature:

methyl-triphenylphosphonium iodide; With potassium tert-butylate; In dimethyl sulfoxide; at 25 ℃; for 1.25h;

N-benzhydryl 3-azetidinone; In dimethyl sulfoxide; at 60 ℃; for 18h;

Reference yield:

→ 1-benzhydryl-3-methylene-azetidine (40569-55-9)

Guidance literature:

Ia, Triphenylphosphinmethylen;

Reference yield: 70.0%

1-benzhydryl-3-methylene-azetidine (40569-55-9) + 1-iodo-4-(trifluoromethoxy)benzene (103962-05-6) → azetidine, 1-diphenylmethyl-3-(4-trifluoromethylphenilmethyl)

Guidance literature:

1-benzhydryl-3-methylene-azetidine; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; for 1h; Heating;

1-iodo-4-(trifluoromethoxy)benzene; With potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; water; N,N-dimethyl-formamide; at 60 ℃; for 3h;

DOI:10.1021/jo0007682

upstream raw materials:

N-benzhydryl 3-azetidinone

Downstream raw materials:

3-methylazetidinium hydrochloride

Refernces