3-(2,5-dimethylphenyl)-4-hydroxy-1-azaspiro[4.5]dec-3-ene-2,8-dione

Base Information

• Chemical Name: 3-(2,5-dimethylphenyl)-4-hydroxy-1-azaspiro[4.5]dec-3-ene-2,8-dione
• CAS No.: 1285685-19-9
• Molecular Formula: C₁₇H₁₉NO₃
• Molecular Weight: 285.343
• Mol file: 1285685-19-9.mol

Synonyms:3-(2,5-dimethylphenyl)-4-hydroxy-1-azaspiro[4.5]dec-3-ene-2,8-dione

Chemical Property of 3-(2,5-dimethylphenyl)-4-hydroxy-1-azaspiro[4.5]dec-3-ene-2,8-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2,5-dimethylphenyl)-4-hydroxy-1-azaspiro[4.5]dec-3-ene-2,8-dione

There total 5 articles about 3-(2,5-dimethylphenyl)-4-hydroxy-1-azaspiro[4.5]dec-3-ene-2,8-dione 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: 65.0%

3-(2,5-dimethylphenyl)-9,12-dioxa-4-hydroxy-1-azadispiro[4.2.4.2]tetradec-3-en-2-one (907187-03-5) → 3-(2,5-dimethylphenyl)-4-hydroxy-1-azaspiro[4.5]dec-3-ene-2,8-dione (1285685-19-9)

Guidance literature:

With hydrogenchloride; In water; at 60 ℃; for 2h;

DOI:10.1021/jf3002069

Reference yield:

cyclohexanedione monoethylene ketal (4746-97-8) → 3-(2,5-dimethylphenyl)-4-hydroxy-1-azaspiro[4.5]dec-3-ene-2,8-dione (1285685-19-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium cyanide / ethanol; water / 8 h / 55 - 60 °C

1.2: 0 °C

2.1: sodium hydroxide / 96 h / Inert atmosphere; Reflux

2.2: 0 °C / pH 6

3.1: hydrogenchloride / 7 h / 0 °C / Reflux

4.1: potassium carbonate / acetonitrile / 3 h / 20 °C

5.1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 90 °C

6.1: hydrogenchloride / water / 2 h / 60 °C

With hydrogenchloride; potassium cyanide; potassium tert-butylate; potassium carbonate; sodium hydroxide; In ethanol; water; N,N-dimethyl-formamide; acetonitrile; 5.1: Dieckmann reaction;

DOI:10.1021/jf3002069

Reference yield:

9,12-dioxa-2,4-diazadispiro[4.2.4Λ{8}.2Λ{5}]tetradecane-1,3-dione (54621-17-9) → 3-(2,5-dimethylphenyl)-4-hydroxy-1-azaspiro[4.5]dec-3-ene-2,8-dione (1285685-19-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydroxide / 96 h / Inert atmosphere; Reflux

1.2: 0 °C / pH 6

2.1: hydrogenchloride / 7 h / 0 °C / Reflux

3.1: potassium carbonate / acetonitrile / 3 h / 20 °C

4.1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 90 °C

5.1: hydrogenchloride / water / 2 h / 60 °C

With hydrogenchloride; potassium tert-butylate; potassium carbonate; sodium hydroxide; In water; N,N-dimethyl-formamide; acetonitrile; 4.1: Dieckmann reaction;

DOI:10.1021/jf3002069

upstream raw materials:

cyclohexanedione monoethylene ketal

methyl 8-(2-(2,5-dimethylphenyl)acetamido)-1,4-dioxaspiro[4.5]decane-8-carboxylate

3-(2,5-dimethylphenyl)-9,12-dioxa-4-hydroxy-1-azadispiro[4.2.4.2]tetradec-3-en-2-one

9,12-dioxa-2,4-diazadispiro[4.2.4^Λ{8}.2^Λ{5}]tetradecane-1,3-dione

Downstream raw materials:

C₂₃H₂₉NO₄

C₂₈H₃₁NO₄

C₂₀H₂₃NO₅

C₂₆H₂₄F₃NO₄