13-Tetradecen-7-one

Base Information

• Chemical Name: 13-Tetradecen-7-one
• CAS No.: 329971-09-7
• Molecular Formula: C14H26O
• Molecular Weight: 210.36
• Mol file: 329971-09-7.mol

Synonyms:

Chemical Property of 13-Tetradecen-7-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 13-Tetradecen-7-one

There total 1 articles about 13-Tetradecen-7-one 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:

1-hexene (592-41-6,25067-06-5) + cyclooctylidene-(3-methyl-pyridin-2-yl)-amine (329971-04-2) → tridecan-7-one (462-18-0) + (E)-Tetradec-12-en-7-one + 13-tetradecen-7-one (329971-09-7)

Guidance literature:

With tricyclohexylphosphine; [(C₈H₁₄)2RhCl]2; In toluene; at 150 ℃; for 6h; Further Variations:; Reaction partners; Reagents; time; Product distribution;

DOI:10.1021/ja0033537

Reference yield:

13-tetradecen-7-one (329971-09-7) → myriocin (35891-70-4,37836-36-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 90 percent / PTSA / benzene

2.1: methanol / 92 °C

2.2: 92 percent / NaBH₄

3.1: 87 percent / PPH₃; Imidazol / CH₂Cl₂

4.1: 71 percent / t-BuLi; ZnCl₂ / tetrahydrofuran / 20 °C

5.1: 78 percent / HCl / tetrahydrofuran

6.1: 79 percent / NaOH / H₂O / Heating

With 1H-imidazole; hydrogenchloride; sodium hydroxide; tert.-butyl lithium; toluene-4-sulfonic acid; triphenylphosphine; zinc(II) chloride; In tetrahydrofuran; methanol; dichloromethane; water; benzene; 4.1: Negishi protocoll;

DOI:10.1016/S0040-4039(02)02371-7

Reference yield:

13-tetradecen-7-one (329971-09-7) → (3aS,6R,6aR)-6-[(E)-9-(2-Hexyl-[1,3]dioxolan-2-yl)-non-2-enyl]-3a-hydroxymethyl-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-one

Guidance literature:

Multi-step reaction with 5 steps

1.1: 90 percent / PTSA / benzene

2.1: methanol / 92 °C

2.2: 92 percent / NaBH₄

3.1: 87 percent / PPH₃; Imidazol / CH₂Cl₂

4.1: 71 percent / t-BuLi; ZnCl₂ / tetrahydrofuran / 20 °C

5.1: 78 percent / HCl / tetrahydrofuran

With 1H-imidazole; hydrogenchloride; tert.-butyl lithium; toluene-4-sulfonic acid; triphenylphosphine; zinc(II) chloride; In tetrahydrofuran; methanol; dichloromethane; benzene; 4.1: Negishi protocoll;

DOI:10.1016/S0040-4039(02)02371-7

upstream raw materials:

1-hexene

cyclooctylidene-(3-methyl-pyridin-2-yl)-amine

Downstream raw materials:

myriocin