safranal

Base Information

• Chemical Name: safranal
• CAS No.: 73527-25-0
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.221
• Mol file: 73527-25-0.mol

Synonyms:safranal

Chemical Property of safranal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of safranal

There total 8 articles about safranal 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: 68.0%

2-hydroxymethyl-1,1,3-trimethyl-3,5-cyclohexadiene (73527-23-8) → safranal (73527-25-0)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran;

DOI:10.1016/S0040-4039(97)10038-7

Reference yield:

3,7-dimethyl-2E,6-octadien-1-yl acetate (105-87-3,8022-83-1) → safranal (73527-25-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 25 percent / NaOAc / acetic acid / 0.25 h / Ambient temperature

2: 65 percent / trifluoroacetic acid / CH₂Cl₂ / 0.25 h / 0 °C

3: 46.2 percent / 30percent H₂O₂ / methanol / 0.17 h / 0 °C

4: 93 percent / CCl₄ / 16 h / Heating

5: 88.5 percent / thionyl chloride, pyridine / CH₂Cl₂ / 0.08 h / 0 °C

6: 90.6 percent / 1N KOH / methanol / 4 h / Ambient temperature

7: 27.4 percent / chromium trioxide-pyridine complex / 1 h / Ambient temperature

With pyridine; potassium hydroxide; thionyl chloride; chromium trioxide pyridine; dihydrogen peroxide; sodium acetate; trifluoroacetic acid; In methanol; tetrachloromethane; dichloromethane; acetic acid;

DOI:10.1248/cpb.29.105

Reference yield:

ethyl 2,6,6-trimethyl-2,4-cyclohexadiene-1-carboxylate (35044-57-6) → safranal (73527-25-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / DIBAL-H / CH₂Cl₂

2: 68 percent / (COCl)2, DMSO, Et₃N / tetrahydrofuran

With oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(97)10038-7

upstream raw materials:

2-hydroxymethyl-1,1,3-trimethyl-3,5-cyclohexadiene

ethyl 2,6,6-trimethyl-2,4-cyclohexadiene-1-carboxylate

(E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enyl acetate

3,7-dimethyl-2E,6-octadien-1-yl acetate

Downstream raw materials:

2,6,6-Trimethyl-1,4-cyclohexadiene-1-carboxaldehyde

safranal

Refernces

• 1、 Bennani,Boehm. "Syntheses of high specific activity 2,3- and 3,4-[3H]2-9-cis-retinoic acid". . p. 1195 - 1200. Retrieved 2007/10/02.