2-Heptene-4,6-diyn-1-ol, 7-phenyl-, (E)-

Base Information

• Chemical Name: 2-Heptene-4,6-diyn-1-ol, 7-phenyl-, (E)-
• CAS No.: 7199-99-7
• Molecular Formula: C13H10O
• Molecular Weight: 182.222
• Mol file: 7199-99-7.mol

Synonyms:

Chemical Property of 2-Heptene-4,6-diyn-1-ol, 7-phenyl-, (E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Heptene-4,6-diyn-1-ol, 7-phenyl-, (E)-

There total 5 articles about 2-Heptene-4,6-diyn-1-ol, 7-phenyl-, (E)- 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: 71.0%

(2E)-3-iodo-2-propen-1-ol (37428-50-5,71065-45-7,37428-57-2) + 2-chloro-4-phenyl-1-buten-3-yne (13524-10-2) → 7-hydroxy-1-phenyl-hept-5E-ene-1,3-diyne (7199-99-7)

Guidance literature:

2-chloro-4-phenyl-1-buten-3-yne; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - -30 ℃; for 1h; Inert atmosphere;

With zinc dibromide; In tetrahydrofuran; hexane; at -30 - 0 ℃; for 0.5h; Inert atmosphere;

(2E)-3-iodo-2-propen-1-ol; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; diethylzinc; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; at 0 - 60 ℃; for 6h; Inert atmosphere;

DOI:10.1021/op034029+

Reference yield:

(E)-2-penten-4-yn-1-ol (35042-52-5) + 1-Bromo-2-phenylacetylene (932-87-6) → 7-hydroxy-1-phenyl-hept-5E-ene-1,3-diyne (7199-99-7)

Guidance literature:

With hydroxylamine hydrochloride; ethylamine; copper(l) chloride; In methanol;

Reference yield:

phenylacetylene (536-74-3) → 7-hydroxy-1-phenyl-hept-5E-ene-1,3-diyne (7199-99-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / benzene / 0.25 h / 23 °C / Inert atmosphere

1.2: 5 h / Inert atmosphere

2.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 1 h / -78 - -30 °C / Inert atmosphere

2.2: 0.5 h / -30 - 0 °C / Inert atmosphere

2.3: 6 h / 0 - 60 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium diisopropyl amide; In tetrahydrofuran; hexane; benzene; 1.1: |Sonogashira Cross-Coupling / 1.2: |Sonogashira Cross-Coupling / 2.3: |Negishi Coupling;

DOI:10.1021/op034029+

upstream raw materials:

5-bromopent-4-yn-1-ol

phenylacetylene

(E)-2-penten-4-yn-1-ol

1-Bromo-2-phenylacetylene

Downstream raw materials:

(E)-7-phenylhept-2-ene-4,6-diynal

((E)-7-Chloro-hept-5-ene-1,3-diynyl)-benzene

7-acetoxy-1-phenylhept-5E-ene-1,3-diyne

Refernces