12-p-tolylethynyl-N-methyl-5,6,7,12-tetrahydrodibenz[c,f][1,5]azastibocine

Base Information

• Chemical Name: 12-p-tolylethynyl-N-methyl-5,6,7,12-tetrahydrodibenz[c,f][1,5]azastibocine
• CAS No.: 904689-18-5
• Molecular Formula: C₂₄H₂₂NSb
• Molecular Weight: 446.195

Synonyms:12-p-tolylethynyl-N-methyl-5,6,7,12-tetrahydrodibenz[c,f][1,5]azastibocine

Chemical Property of 12-p-tolylethynyl-N-methyl-5,6,7,12-tetrahydrodibenz[c,f][1,5]azastibocine

Chemical Property:

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Technology Process of 12-p-tolylethynyl-N-methyl-5,6,7,12-tetrahydrodibenz[c,f][1,5]azastibocine

There total 2 articles about 12-p-tolylethynyl-N-methyl-5,6,7,12-tetrahydrodibenz[c,f][1,5]azastibocine 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: 91.0%

12-bromo-N-methyl-5,6,7,12-tetrahydrodibenz[c,f][1,5]azastibocine (904689-17-4) + 4-n-methylphenylacetylene (766-97-2) → 12-p-tolylethynyl-N-methyl-5,6,7,12-tetrahydrodibenz[c,f][1,5]azastibocine (904689-18-5)

Guidance literature:

With n-BuLi; In tetrahydrofuran; diethyl ether; hexane; under Ar; n-BuLi in hexane added at 0°C to stirred soln. of CH3C6H4CCH in Et2O; stirred for 1 h; THF soln. of Sb compd. added dropwise at0°C; stirred for 4 h; diluted with ether; quenched with H2O; ether layer sepd.; washed with brine; dried (anhyd. MgSO4); concd. in vac.; recrystd. from ether-EtOH; elem. anal.;

DOI:10.1016/j.jorganchem.2006.02.041

Reference yield:

N(1),N(2)-bis(2-bromobenzyl)-N(1),N(2)-dimethylpropane-1,3-diamine (7375-70-4) → 12-p-tolylethynyl-N-methyl-5,6,7,12-tetrahydrodibenz[c,f][1,5]azastibocine (904689-18-5)

Guidance literature:

Multi-step reaction with 2 steps

1: n-BuLi / diethyl ether; hexane

2: n-BuLi / diethyl ether; hexane; tetrahydrofuran

With n-BuLi; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1016/j.jorganchem.2006.02.041

Reference yield: 81.0%

12-p-tolylethynyl-N-methyl-5,6,7,12-tetrahydrodibenz[c,f][1,5]azastibocine (904689-18-5) + benzoyl chloride (98-88-4) → 1-phenyl-3-(4-methylphenyl)prop-2-yn-1-one (14939-05-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In 1,2-dichloro-ethane; at 20 ℃; for 1h;

DOI:10.1016/j.jorganchem.2006.02.041

upstream raw materials:

12-bromo-N-methyl-5,6,7,12-tetrahydrodibenz[c,f][1,5]azastibocine

4-n-methylphenylacetylene

N⁽¹⁾,N⁽²⁾-bis(2-bromobenzyl)-N⁽¹⁾,N⁽²⁾-dimethylpropane-1,3-diamine

Downstream raw materials:

1-phenyl-3-(4-methylphenyl)prop-2-yn-1-one

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