Butanoic acid, 3,3-dimethyl-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Butanoic acid, 3,3-dimethyl-, 1,1-dimethylethyl ester
• CAS No.: 69341-75-9
• Molecular Formula: C10H20O2
• Molecular Weight: 172.2646
• DSSTox Substance ID: DTXSID50219387
• Wikidata: Q83096308
• Mol file: 69341-75-9.mol

Synonyms:tert-butyl 3,3-dimethylbutanoate;69341-75-9;Butanoic acid, 3,3-dimethyl-, 1,1-dimethylethyl ester;t-butyl t-butylacetate;SCHEMBL4553890;DTXSID50219387;AKOS013211235;FT-0750972

Chemical Property of Butanoic acid, 3,3-dimethyl-, 1,1-dimethylethyl ester

Chemical Property:

• Vapor Pressure: 2.11mmHg at 25°C
• Boiling Point: 163°Cat760mmHg
• Flash Point: 53.9°C
• Density: 0.873g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 172.146329876
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

95+% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)CC(=O)OC(C)(C)C

Technology Process of Butanoic acid, 3,3-dimethyl-, 1,1-dimethylethyl ester

There total 1 articles about Butanoic acid, 3,3-dimethyl-, 1,1-dimethylethyl ester 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%

3,3-dimethylbutanoic acid chloride (7065-46-5) + tert-butyl alcohol (75-65-0) → N,N-dimethylfluoroamide-di-tert-butyl acetate (69341-75-9)

Guidance literature:

With N,N-dimethyl-aniline; In diethyl ether; at 50 ℃; for 12h;

Reference yield:

N,N-dimethylfluoroamide-di-tert-butyl acetate (69341-75-9) + 4-((S)-4-(((S)-1-(((S,E)-6-ethoxy-2,5-dimethyl-6-oxohexa-4-ene-3-yl)(methyl)amino)-3,3-dimethyl-1-oxobutane-2-yl)amino)-2-methyl-3-(methylamino)-4-oxobutan-2-yl)benzoic acid → tert-butyl 4-((S)-4-(((S)-1-(((S,E)-6-ethoxy-2,5-dimethyl-6-oxohexa-4-ene-3-yl)(methyl)amino)-3,3-dimethyl-1-oxobutane-2-yl)amino)-2-methyl-3-(methylamino)-4-oxobutan-2-yl)benzoate

Guidance literature:

In N,N-dimethyl-formamide; toluene; for 14h; Reflux;

Reference yield:

N,N-dimethylfluoroamide-di-tert-butyl acetate (69341-75-9) → 2-(4-chlorobenzyl)-3,3-dimethylbutanoyl chloride (110577-61-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.a) diisopropylamine, n-BuLi; 2.a) HMPA / 1.a) THF, hexane, 0 deg C, 10 min; 1.b) THF, hexane, 0 deg C, 30 min; 2.a) THF, hexane, -50 deg C, 1 h; 2.b) r.t., overnight

2: 95.8 g / trifluoroacetic acid / CH₂Cl₂ / 5 h / Ambient temperature

3: 77.8 g / thionyl chloride / benzene / 1 h / Heating

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; thionyl chloride; diisopropylamine; trifluoroacetic acid; In dichloromethane; benzene;

upstream raw materials:

3,3-dimethylbutanoic acid chloride

tert-butyl alcohol

Downstream raw materials:

tert-butyl 2-(4-chlorobenzyl)-3,3-dimethylbutanoate

2-(4-tert-Butyl-1-hydroxy-cyclohexyl)-3,3-dimethyl-butyric acid tert-butyl ester

2-(4-tert-Butyl-1-hydroxy-cyclohexyl)-3,3-dimethyl-butyric acid tert-butyl ester

2-(4-chlorobenzyl)-3,3-dimethylbutanoyl chloride

Refernces