1-Propanone, 1-[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]-

Base Information

• Chemical Name: 1-Propanone, 1-[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]-
• CAS No.: 14035-34-8
• Molecular Formula: C17H26O2
• Molecular Weight: 262.392
• Mol file: 14035-34-8.mol

Synonyms:

Chemical Property of 1-Propanone, 1-[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Propanone, 1-[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]-

There total 24 articles about 1-Propanone, 1-[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]- 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: 94.0%

1-(3,5-Di-tert-butyl-4-hydroxyphenyl)-1-propanol (20017-35-0) → 1-(3,5-di-tert-butyl-4-hydroxy-phenyl)-propan-1-one (14035-34-8)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; for 16h; Ambient temperature;

DOI:10.1021/jo01297a010

Reference yield: 92.0%

2,6-di-tert-butylphenol (128-39-2) + propionic acid anhydride (123-62-6) → 1-(3,5-di-tert-butyl-4-hydroxy-phenyl)-propan-1-one (14035-34-8)

Guidance literature:

With perchloric acid; Ambient temperature;

Reference yield: 36.0%

methanol (67-56-1) + 4-bromo-4-(1-hydroxypropyl)-2,6-di-t-butylcyclohexa-2,5-dienone (75697-72-2) → 1-(3,5-di-tert-butyl-4-hydroxy-phenyl)-propan-1-one (14035-34-8) + 4-(1-hydroxypropyl)-4-methoxy-2,6-di-t-butylcyclohexa-2,5-dienone (77074-15-8)

Guidance literature:

With pyridine; for 6h; Ambient temperature;

upstream raw materials:

2,6-di-tert-butyl-4-propyllphenol

methanol

4-(1-methoxypropyl)-2,6-di-t-butylphenol

4-bromo-4-(1-hydroxypropyl)-2,6-di-t-butylcyclohexa-2,5-dienone

Downstream raw materials:

1-(3,5-Di-tert-butyl-4-hydroxyphenyl)-1-propanol

3,4-bis(3,5-di-tert-butyl-4-hydroxyphenyl)-3,4-hexanediol

4-acetoxy-3,5-di-t-butylpropiophenone

5-(3,5-di-tert-butyl-4-hydroxyphenyl)-4-methylisoxazole

Refernces

LEUCKART REACTION OF CARBONYL DERIVATIVES OF 2,6-DI-TERT-BUTYLPHENOL

10.1007/BF00956104

The research investigates the Leuckart reaction for synthesizing sterically hindered aminophenols from carbonyl derivatives of 2,6-di-tert-butylphenol. The key chemicals involved include 3,5-di-tert-butyl-4-hydroxybenzaldehyde, 3,5-di-tert-butyl-4-hydroxyacetophenone, and 3,5-di-tert-butyl-4-hydroxypropiophenone as starting materials. Formamide or ammonium formate is used as the reaction medium, and hydrochloric acid is employed in the acid hydrolysis step to obtain the final amines. Additionally, methylenequinone reacts with ammonia to produce aminophenol derivatives. The study demonstrates that these aminophenols and their analogs can be prepared in high yields through the Leuckart reaction, highlighting the efficiency and potential applications of this synthetic approach.