(2E,6E)-2,6-bis(2-((tert-butyldimethylsilyl)oxy)-4-methylbenzylidene)cyclohexanone

Base Information

• Chemical Name: (2E,6E)-2,6-bis(2-((tert-butyldimethylsilyl)oxy)-4-methylbenzylidene)cyclohexanone
• CAS No.: 1360626-52-3
• Molecular Formula: C₃₄H₅₀O₃Si₂
• Molecular Weight: 562.94

Synonyms:(2E,6E)-2,6-bis(2-((tert-butyldimethylsilyl)oxy)-4-methylbenzylidene)cyclohexanone

Chemical Property of (2E,6E)-2,6-bis(2-((tert-butyldimethylsilyl)oxy)-4-methylbenzylidene)cyclohexanone

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of (2E,6E)-2,6-bis(2-((tert-butyldimethylsilyl)oxy)-4-methylbenzylidene)cyclohexanone

There total 2 articles about (2E,6E)-2,6-bis(2-((tert-butyldimethylsilyl)oxy)-4-methylbenzylidene)cyclohexanone 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: 57.0%

2-{[tert-butyl(dimethyl)silyl]oxy}-4-methylbenzaldehyde (1360626-50-1) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → (2E,6E)-2,6-bis(2-((tert-butyldimethylsilyl)oxy)-4-methylbenzylidene)cyclohexanone (1360626-52-3)

Guidance literature:

With hydrogenchloride; In water; for 12h;

DOI:10.1002/anie.201106488

Reference yield:

4-methylsalicylaldehyde (698-27-1) + tert-butyldimethylsilyl chloride (18162-48-6) → (2E,6E)-2,6-bis(2-((tert-butyldimethylsilyl)oxy)-4-methylbenzylidene)cyclohexanone (1360626-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; triethylamine / dichloromethane / 12 h / 0 - 20 °C

2: hydrogenchloride / water / 12 h

With hydrogenchloride; dmap; triethylamine; In dichloromethane; water;

DOI:10.1002/anie.201106488

Reference yield: 72.0%

(2E,6E)-2,6-bis(2-((tert-butyldimethylsilyl)oxy)-4-methylbenzylidene)cyclohexanone (1360626-52-3) → (2E,6E)-2,6-bis(2-hydroxy-4-methylbenzylidene)cyclohexanone (1360626-34-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h;

DOI:10.1002/anie.201106488

upstream raw materials:

2-{[tert-butyl(dimethyl)silyl]oxy}-4-methylbenzaldehyde

cyclohexanone

4-methylsalicylaldehyde

tert-butyldimethylsilyl chloride

Downstream raw materials:

(2E,6E)-2,6-bis(2-hydroxy-4-methylbenzylidene)cyclohexanone

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