(S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-enal

Base Information

• Chemical Name: (S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-enal
• CAS No.: 1383371-12-7
• Molecular Formula: C₂₄H₃₈O₅
• Molecular Weight: 406.563
• Mol file: 1383371-12-7.mol

Synonyms:(S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-enal

Chemical Property of (S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-enal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-enal

There total 8 articles about (S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-enal 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: 90.0%

(S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-en-1-ol (1383371-23-0) → (S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-enal (1383371-12-7)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; dimethyl sulfoxide; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.tetasy.2012.04.004

Reference yield:

1,12-dodecandiol (5675-51-4) → (S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-enal (1383371-12-7)

Guidance literature:

Multi-step reaction with 6 steps

1: hydrogen bromide / water; toluene / 48 h / Inert atmosphere; Reflux

2: 1H-imidazole / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

3: potassium tert-butylate / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

4: toluene-4-sulfonic acid / methanol / 1 h / 0 - 20 °C / Inert atmosphere

5: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 6 h / Inert atmosphere; Reflux

6: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane; dimethyl sulfoxide / 6 h / 20 °C / Inert atmosphere

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; potassium tert-butylate; hydrogen bromide; toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; toluene;

DOI:10.1016/j.tetasy.2012.04.004

Reference yield:

12-bromododecanol (3344-77-2) → (S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-enal (1383371-12-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1H-imidazole / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

2: potassium tert-butylate / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

3: toluene-4-sulfonic acid / methanol / 1 h / 0 - 20 °C / Inert atmosphere

4: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 6 h / Inert atmosphere; Reflux

5: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane; dimethyl sulfoxide / 6 h / 20 °C / Inert atmosphere

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; potassium tert-butylate; toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1016/j.tetasy.2012.04.004

upstream raw materials:

(S)-1-methoxy-4-((2-(methoxymethoxy)but-3-enyloxy)methyl)benzene

(S,E)-14-(4-methoxybenzyloxy)-13-(methoxymethoxy)tetradec-11-en-1-ol

dodec-11-en-1-ol

1,12-dodecandiol