6,13-Di-tert-butyl-15,16-bis-((E)-styryl)-tricyclo[9.3.1.1^4,8]hexadeca-1⁽¹⁴⁾,4,6,8⁽¹⁶⁾,11⁽¹⁵⁾,12-hexaene

Base Information

• Chemical Name: 6,13-Di-tert-butyl-15,16-bis-((E)-styryl)-tricyclo[9.3.1.1^4,8]hexadeca-1⁽¹⁴⁾,4,6,8⁽¹⁶⁾,11⁽¹⁵⁾,12-hexaene
• CAS No.: 85152-31-4
• Molecular Formula: C₄₀H₄₄
• Molecular Weight: 524.789

Synonyms:6,13-Di-tert-butyl-15,16-bis-((E)-styryl)-tricyclo[9.3.1.1^4,8]hexadeca-1⁽¹⁴⁾,4,6,8⁽¹⁶⁾,11⁽¹⁵⁾,12-hexaene

Chemical Property of 6,13-Di-tert-butyl-15,16-bis-((E)-styryl)-tricyclo[9.3.1.1^4,8]hexadeca-1⁽¹⁴⁾,4,6,8⁽¹⁶⁾,11⁽¹⁵⁾,12-hexaene

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Technology Process of 6,13-Di-tert-butyl-15,16-bis-((E)-styryl)-tricyclo[9.3.1.1^4,8]hexadeca-1⁽¹⁴⁾,4,6,8⁽¹⁶⁾,11⁽¹⁵⁾,12-hexaene

There total 4 articles about 6,13-Di-tert-butyl-15,16-bis-((E)-styryl)-tricyclo[9.3.1.1^4,8]hexadeca-1⁽¹⁴⁾,4,6,8⁽¹⁶⁾,11⁽¹⁵⁾,12-hexaene 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: 89.0%

1-[6,13-Di-tert-butyl-16-(1-hydroxy-2-phenyl-ethyl)-tricyclo[9.3.1.14,8]hexadeca-1(14),4,6,8(16),11(15),12-hexaen-15-yl]-2-phenyl-ethanol (344415-49-2) → 6,13-Di-tert-butyl-15,16-bis-((E)-styryl)-tricyclo[9.3.1.14,8]hexadeca-1(14),4,6,8(16),11(15),12-hexaene (85152-31-4)

Guidance literature:

With hydrogenchloride; In acetic acid; for 0.5h; Heating;

DOI:10.1021/jo00157a015

Reference yield:

phenylmagnesium bromide (1589-82-8) → 6,13-Di-tert-butyl-15,16-bis-((E)-styryl)-tricyclo[9.3.1.14,8]hexadeca-1(14),4,6,8(16),11(15),12-hexaene (85152-31-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 71.4 percent / diethyl ether / 12 h / Heating

2: 89 percent / conc. aq. HCl / acetic acid / 0.5 h / Heating

With hydrogenchloride; In diethyl ether; acetic acid;

DOI:10.1021/jo00157a015

Reference yield:

5,13-Di-tert-butyl-8,16-diformyl<2.2>metacyclophane (85151-93-5) → 6,13-Di-tert-butyl-15,16-bis-((E)-styryl)-tricyclo[9.3.1.14,8]hexadeca-1(14),4,6,8(16),11(15),12-hexaene (85152-31-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 71.4 percent / diethyl ether / 12 h / Heating

2: 89 percent / conc. aq. HCl / acetic acid / 0.5 h / Heating

With hydrogenchloride; In diethyl ether; acetic acid;

DOI:10.1021/jo00157a015

upstream raw materials:

1-[6,13-Di-tert-butyl-16-(1-hydroxy-2-phenyl-ethyl)-tricyclo[9.3.1.1^4,8]hexadeca-1⁽¹⁴⁾,4,6,8⁽¹⁶⁾,11⁽¹⁵⁾,12-hexaen-15-yl]-2-phenyl-ethanol

phenylmagnesium bromide

5,13-Di-tert-butyl-8,16-diformyl<2.2>metacyclophane

8,16-bis(pyridiniomethyl)-5,13-di-tert-butyl<2.2>metacyclophane dibromide

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