5-CHLORO-3-(1,1-DIMETHYLETHYL)-4-ISOXAZOLECARBOXALDEHYDE

Base Information

• Chemical Name: 5-CHLORO-3-(1,1-DIMETHYLETHYL)-4-ISOXAZOLECARBOXALDEHYDE
• CAS No.: 108471-53-0
• Molecular Formula: C₈H₁₀ClNO₂
• Molecular Weight: 187.626
• Mol file: 108471-53-0.mol

Synonyms:5-CHLORO-3-(1,1-DIMETHYLETHYL)-4-ISOXAZOLECARBOXALDEHYDE

Chemical Property of 5-CHLORO-3-(1,1-DIMETHYLETHYL)-4-ISOXAZOLECARBOXALDEHYDE

Chemical Property:

• PSA: 43.10000
• LogP: 2.43800

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-CHLORO-3-(1,1-DIMETHYLETHYL)-4-ISOXAZOLECARBOXALDEHYDE

There total 2 articles about 5-CHLORO-3-(1,1-DIMETHYLETHYL)-4-ISOXAZOLECARBOXALDEHYDE 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: 17.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 3-(tert-butyl)isoxazol-5 (4H)-one (75914-61-3) → 3-(tert-butyl)-5-chloroisoxazole-4-carbaldehyde (108471-53-0) + 4-tert-Butyl-2-dimethylamino-6-oxo-6H-[1,3]oxazine-5-carbaldehyde (108510-34-5)

Guidance literature:

With trichlorophosphate; In tetrachloromethane; for 2h; Heating;

DOI:10.1021/jo00391a048

Reference yield: 4.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 3-(tert-butyl)isoxazol-5 (4H)-one (75914-61-3) → 3-(tert-butyl)-5-chloroisoxazole-4-carbaldehyde (108471-53-0) + 3-tert-Butyl-4-[1-dimethylamino-meth-(Z)-ylidene]-4H-isoxazol-5-one (108471-46-1)

Guidance literature:

With trichlorophosphate; In tetrachloromethane; for 1h; Heating;

DOI:10.1021/jo00391a048

Reference yield:

3-(tert-butyl)-5-chloroisoxazole-4-carbaldehyde (108471-53-0) → 3-(tert-butyl)-5-(pyrrolidin-1-yl)-4-styrylisoxazole + 3-(tert-butyl)-5-(pyrrolidin-1-yl)-4-styrylisoxazole

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

2.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 20 °C

2.2: 20 h / Reflux

With potassium tert-butylate; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; 2.1: |Wittig Olefination / 2.2: |Wittig Olefination;

DOI:10.1021/acs.joc.7b01351

upstream raw materials:

N,N-dimethyl-formamide

3-(tert-butyl)isoxazol-5 (4H)-one