6-TERT-BUTYL-3-FORMYLCHROMONE

Base Information

• Chemical Name: 6-TERT-BUTYL-3-FORMYLCHROMONE
• CAS No.: 288399-61-1
• Molecular Formula: C₁₄H₁₄O₃
• Molecular Weight: 230.263
• Mol file: 288399-61-1.mol

Synonyms:6-TERT-BUTYL-3-FORMYLCHROMONE

Chemical Property of 6-TERT-BUTYL-3-FORMYLCHROMONE

Chemical Property:

• Boiling Point: 347.0±42.0 °C(Predicted)
• PSA: 47.28000
• Density: 1.222±0.06 g/cm3(Predicted)
• LogP: 2.90300

Purity/Quality:

99% ^*data from raw suppliers

6-Tert-Butyl-4-oxo-4H-chromene-3-carbaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-TERT-BUTYL-3-FORMYLCHROMONE

There total 3 articles about 6-TERT-BUTYL-3-FORMYLCHROMONE 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: 18.0%

2-hydroxy-5-t-butyl-acetophenone (57373-81-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 6-tert-butyl-4-oxo-4H-chromene-3-carbaldehyde (288399-61-1)

Guidance literature:

With trichlorophosphate; at 0 - 20 ℃;

DOI:10.1016/j.bmc.2013.04.003

Reference yield:

para-tert-butylphenol (98-54-4) → 6-tert-butyl-4-oxo-4H-chromene-3-carbaldehyde (288399-61-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sulfuric acid / 0.17 h / 20 °C

2.1: aluminum (III) chloride / 6 h / 120 °C

2.2: Cooling

3.1: trichlorophosphate / 0 - 20 °C

With aluminum (III) chloride; sulfuric acid; trichlorophosphate; 2.1: |Fries Phenol Ester Rearrangement / 2.2: |Fries Phenol Ester Rearrangement / 3.1: |Vilsmeier-Haack Formylation;

DOI:10.1016/j.bmc.2013.04.003

Reference yield:

4-(tert-butyl)phenyl acetate (3056-64-2) → 6-tert-butyl-4-oxo-4H-chromene-3-carbaldehyde (288399-61-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aluminum (III) chloride / 6 h / 120 °C

1.2: Cooling

2.1: trichlorophosphate / 0 - 20 °C

With aluminum (III) chloride; trichlorophosphate; 1.1: |Fries Phenol Ester Rearrangement / 1.2: |Fries Phenol Ester Rearrangement / 2.1: |Vilsmeier-Haack Formylation;

DOI:10.1016/j.bmc.2013.04.003

upstream raw materials:

para-tert-butylphenol

4-(tert-butyl)phenyl acetate

2-hydroxy-5-t-butyl-acetophenone

N,N-dimethyl-formamide

Refernces

• 1、 Tu, Qi-Dong,Li, Ding,Sun, Yao,Han, Xin-Ya,Yi, Fan,Sha, Yibamu,Ren, Yan-Liang,Ding, Ming-Wu,Feng, Ling-Ling,Wan, Jian. "Design and syntheses of novel N′-((4-oxo-4H-chromen-3-yl)methylene) benzohydrazide as inhibitors of cyanobacterial fructose-1,6-/sedoheptulose-1,7- bisphosphatase". . p. 2826 - 2831. Retrieved 2013/06/27.