4β-formyl-3β-methoxy-4α,5α-dimethylcyclohexanone

Base Information

• Chemical Name: 4β-formyl-3β-methoxy-4α,5α-dimethylcyclohexanone
• CAS No.: 111819-86-4
• Molecular Formula: C₁₀H₁₆O₃
• Molecular Weight: 184.235

Synonyms:

Chemical Property of 4β-formyl-3β-methoxy-4α,5α-dimethylcyclohexanone

Chemical Property:

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Technology Process of 4β-formyl-3β-methoxy-4α,5α-dimethylcyclohexanone

There total 2 articles about 4β-formyl-3β-methoxy-4α,5α-dimethylcyclohexanone 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:

2-methylbut-2-enal (497-03-0) + 1-methoxy-[3-(tert-butyldimethylsilyl)oxy]-1,3-butadiene (71735-01-8) → 4β-formyl-4α,5α-dimethylcyclohex-2-enone (80267-24-9,87927-54-6) + 4β-formyl-3β-methoxy-4α,5α-dimethylcyclohexanone (111724-12-0,111819-86-4) + 4-Hydroxyacetophenone (99-93-4)

Guidance literature:

With hydrogenchloride; In water; toluene; at 150 ℃;

DOI:10.1016/j.tet.2011.09.111

Reference yield:

2-methylbut-2-enal (497-03-0) + 1-methoxy-3-<(trimethylsilyl)oxy>01,3-butadiene (59414-23-2) → 4β-formyl-4α,5α-dimethylcyclohex-2-enone (80267-24-9,87927-54-6) + 4β-formyl-3α-methoxy-4α,5α-dimethylcyclohexanone + 4β-formyl-3β-methoxy-4α,5α-dimethylcyclohexanone (111724-12-0,111819-86-4)

Guidance literature:

With hydrogenchloride; hydroquinone; Yield given. Multistep reaction. Yields of byproduct given; 1.) 140 deg C, 14-18 h.; 2.) THF, 30 min.;

DOI:10.1016/S0040-4020(01)88114-X

Reference yield: 9.0%

(1R,6S)-2-Methoxy-1,6-dimethyl-4-oxo-cyclohexanecarbaldehyde (111724-12-0,111819-86-4) → 4β-formyl-4α,5α-dimethylcyclohex-2-enone (80267-24-9,87927-54-6) + 5,6-dihydro-4H,6(E-2'-but-2'-ene)-pyran-4-one (111724-13-1) + 4-Hydroxyacetophenone (99-93-4)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 0.75h; Heating;

DOI:10.1016/S0040-4020(01)88114-X

upstream raw materials:

2-methylbut-2-enal

1-methoxy-3-<(trimethylsilyl)oxy>01,3-butadiene

1-methoxy-[3-(tert-butyldimethylsilyl)oxy]-1,3-butadiene

Downstream raw materials:

4β-formyl-4α,5α-dimethylcyclohex-2-enone

5,6-dihydro-4H,6(E-2'-but-2'-ene)-pyran-4-one

4-Hydroxyacetophenone

6α,18-dihydroxycleroda-4,13(14)-dieno-16,15-lactone

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