erythro-2-cyclohexanone

Base Information

• Chemical Name: erythro-2-cyclohexanone
• CAS No.: 84624-41-9
• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.295

Synonyms:erythro-2-cyclohexanone

Chemical Property of erythro-2-cyclohexanone

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Technology Process of erythro-2-cyclohexanone

There total 12 articles about erythro-2-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: 33.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + 4-methoxy-benzaldehyde (123-11-5) → (2RS)-2-<(RS)-Hydroxy-(4-methoxyphenyl)methyl>cyclohexanon (84624-41-9) + (2RS)-2-<(SR)-Hydroxy-(4-methoxyphenyl)methyl>cyclohexanon (84624-42-0)

Guidance literature:

With sodium hydroxide; In water; diastereoselective reaction;

DOI:10.1002/chem.201000181

Reference yield: 16.0%

1-(Trimethylsilyloxy)cyclohexene (6651-36-1) + 4-methoxy-benzaldehyde (123-11-5) → 2-(4-methoxybenzylidene)cyclohexanone (5765-29-7,37722-53-5) + (2RS)-2-<(RS)-Hydroxy-(4-methoxyphenyl)methyl>cyclohexanon (84624-41-9) + (2RS)-2-<(SR)-Hydroxy-(4-methoxyphenyl)methyl>cyclohexanon (84624-42-0)

Guidance literature:

1-(Trimethylsilyloxy)cyclohexene; 4-methoxy-benzaldehyde; With o-benzenedisulfonimide; at 20 ℃; for 4h; Neat (no solvent);

With hydrogenchloride; In water; at 20 ℃; optical yield given as %de;

DOI:10.1039/c0ob00837k

Reference yield: 8.0%

1-(Trimethylsilyloxy)cyclohexene (6651-36-1) + 4-methoxy-benzaldehyde (123-11-5) → 2-(4-methoxybenzylidene)cyclohexanone (5765-29-7,37722-53-5) + erythro-2-cyclohexanone (84624-41-9) + threo-2-cyclohexanone (84624-42-0)

Guidance literature:

tetrabutyl ammonium fluoride; In tetrahydrofuran; at -78 ℃; for 5h; Yields of byproduct given;

DOI:10.1021/jo00155a003

upstream raw materials:

cyclohexanone

4-methoxy-benzaldehyde

1-(Trimethylsilyloxy)cyclohexene

trichloro<(1-cyclohexenyl)oxy>silane

Downstream raw materials:

(1RS,2RS)-2<(SR)-Hydroxy-(4-methoxyphenyl)methyl>cyclohexanol

(1RS,2SR)-2<(RS)-Hydroxy-(4-methoxyphenyl)methyl>cyclohexanol

(1RS,2SR)-2<(RS)-Acetoxy-(4-methoxyphenyl)methyl>cyclohexylacetat

(2α,4α,4aβ,8aβ)-2,4-Bis(4-methoxyphenyl)hexahydro-4H-1,3-benzodioxin

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