(Z)-1-[(1-chloro-2-methyl-4-phenylbut-1-en-3-yn-1-yl)sulfinyl]-4-methylbenzene

Base Information

Chemical Name:(Z)-1-[(1-chloro-2-methyl-4-phenylbut-1-en-3-yn-1-yl)sulfinyl]-4-methylbenzene
CAS No.:1303963-75-8
Molecular Formula:C₁₈H₁₅ClOS
Molecular Weight:314.835
Hs Code.:

Synonyms:(Z)-1-[(1-chloro-2-methyl-4-phenylbut-1-en-3-yn-1-yl)sulfinyl]-4-methylbenzene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (Z)-1-[(1-chloro-2-methyl-4-phenylbut-1-en-3-yn-1-yl)sulfinyl]-4-methylbenzene

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Technology Process of (Z)-1-[(1-chloro-2-methyl-4-phenylbut-1-en-3-yn-1-yl)sulfinyl]-4-methylbenzene

There total 2 articles about (Z)-1-[(1-chloro-2-methyl-4-phenylbut-1-en-3-yn-1-yl)sulfinyl]-4-methylbenzene 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:

: C₁₉H₁₉ClO₂S

: 1303963-73-6
(E)-1-[(1-chloro-2-methyl-4-phenylbut-1-en-3-yn-1-yl)sulfinyl]-4-methylbenzene

: 1303963-75-8
(Z)-1-[(1-chloro-2-methyl-4-phenylbut-1-en-3-yn-1-yl)sulfinyl]-4-methylbenzene

Guidance literature:: With pyridine; dmap; acetic anhydride; In tetrahydrofuran; n-heptane; ethylbenzene; for 24h; Overall yield = 71 percent; Reflux;
DOI:10.3762/bjoc.17.94

Reference yield:

: 24824-93-9
chloromethyl p-tolyl sulfoxide

: 1817-57-8
4-phenyl-3-butyne-2-one

: 1303963-73-6
(E)-1-[(1-chloro-2-methyl-4-phenylbut-1-en-3-yn-1-yl)sulfinyl]-4-methylbenzene

: 1303963-75-8
(Z)-1-[(1-chloro-2-methyl-4-phenylbut-1-en-3-yn-1-yl)sulfinyl]-4-methylbenzene

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.17 h / -78 °C

1.2: 2 h / -78 - -20 °C

2.1: acetic anhydride; dmap; pyridine / tetrahydrofuran; n-heptane; ethylbenzene / 24 h / Reflux

With pyridine; dmap; acetic anhydride; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene;
DOI:10.3762/bjoc.17.94

Reference yield: 98.0%

: 540-88-5
acetic acid tert-butyl ester

: 1303963-75-8
(Z)-1-[(1-chloro-2-methyl-4-phenylbut-1-en-3-yn-1-yl)sulfinyl]-4-methylbenzene

: (RS)-tert-butyl 3-[(RS)-chloro((SR)-p-tolylsulfinyl)methyl]-3-methyl-5-phenylpent-4-ynoate

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.166667h; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2011.02.079