1-[(1Z)-ethenyl-2-d]-4-methoxybenzene

Base Information

• Chemical Name: 1-[(1Z)-ethenyl-2-d]-4-methoxybenzene
• CAS No.: 89039-12-3
• Molecular Formula: C₉H₁₀O
• Molecular Weight: 135.17
• Mol file: 89039-12-3.mol

Synonyms:1-[(1Z)-ethenyl-2-d]-4-methoxybenzene

Chemical Property of 1-[(1Z)-ethenyl-2-d]-4-methoxybenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(1Z)-ethenyl-2-d]-4-methoxybenzene

There total 26 articles about 1-[(1Z)-ethenyl-2-d]-4-methoxybenzene 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: 99.0%

(2-<2H1>)-4-methoxyphenylethyne (54159-16-9) → 1-[(1Z)-ethenyl-2-d]-4-methoxybenzene (89039-12-3)

Guidance literature:

With 2,6-dimethylpyridine; hydrogen; In pyridine; at 25 ℃; for 3h; Molecular sieve;

DOI:10.1002/chem.201203337

Reference yield: 94.0%

(Z)-1-bromo-2-(4-methoxyphenyl)ethene (6303-59-9,27570-08-7,60592-52-1) → 1-[(1Z)-ethenyl-2-d]-4-methoxybenzene (89039-12-3)

Guidance literature:

(Z)-1-bromo-2-(4-methoxyphenyl)ethene; With tert.-butyl lithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

With water-d2; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1002/chem.201000009

Reference yield:

(E)-4-(2-bromo-vinyl)-anisole (6303-59-9,60592-52-1,27570-08-7) → 1-[(1Z)-ethenyl-2-d]-4-methoxybenzene (89039-12-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: tert.-butyl lithium / diethyl ether; acetylacetone / 1.02 h / -78 °C / Inert atmosphere

1.2: 3.08 h / -78 - 20 °C / Inert atmosphere

2.1: potassium ferricyanide; potassium carbonate / water; tert-butyl alcohol / 0.08 h / 20 °C / Inert atmosphere

2.2: 5 h / 20 °C / Inert atmosphere

3.1: dmap / dichloromethane / 0.08 h / 0 °C / Inert atmosphere

3.2: 0.08 h / Inert atmosphere

3.3: 4.08 h / 0 - 20 °C / Inert atmosphere

4.1: triphenylphosphine / tetrahydrofuran / 0.08 h / -20 °C / Inert atmosphere

4.2: 9.53 h / -20 - 20 °C / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.12 h / 0 °C / Inert atmosphere

6.1: triphenylphosphine / tetrahydrofuran / 0.08 h / -20 °C / Inert atmosphere

6.2: 13.53 h / -20 - 20 °C / Inert atmosphere

7.1: bis(acetylacetonato)dioxidomolybdenum(VI) / dichloromethane / 0.08 h / 0 °C / Inert atmosphere

7.2: 12 h / 0 - 20 °C / Inert atmosphere

8.1: lithium hexamethyldisilazane; ethanethiol / tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere

With dmap; bis(acetylacetonato)dioxidomolybdenum(VI); potassium ferricyanide; tetrabutyl ammonium fluoride; tert.-butyl lithium; potassium carbonate; triphenylphosphine; ethanethiol; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetylacetone; tert-butyl alcohol; 8.1: |Julia Olefin Synthesis;

DOI:10.1002/ejoc.201201634

upstream raw materials:

(2-<2H1>)-4-methoxyphenylethyne

(Z)-1-bromo-2-(4-methoxyphenyl)ethene

4-Methoxystyrene

4-methoxy-benzaldehyde