tert-Butyl p-(dimethylamino)benzoate

Base Information

• Chemical Name: tert-Butyl p-(dimethylamino)benzoate
• CAS No.: 75784-65-5
• Molecular Formula: C13H19NO2
• Molecular Weight: 221.299
• European Community (EC) Number: 278-310-2
• DSSTox Substance ID: DTXSID10997179
• Nikkaji Number: J319.135D
• Wikidata: Q82989200
• Mol file: 75784-65-5.mol

Synonyms:tert-Butyl p-(dimethylamino)benzoate;75784-65-5;EINECS 278-310-2;tert-butyl 4-(dimethylamino)benzoate;SCHEMBL3688381;DTXSID10997179;AKOS013212033;4-(Dimethylamino)benzoic acid 1,1-dimethylethyl ester

Chemical Property of tert-Butyl p-(dimethylamino)benzoate

Chemical Property:

• Vapor Pressure: 0.000408mmHg at 25°C
• Boiling Point: 316.5°C at 760 mmHg
• Flash Point: 113°C
• PSA: 29.54000
• Density: 1.029g/cm³
• LogP: 2.70790
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 221.141578849
• Heavy Atom Count: 16
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C1=CC=C(C=C1)N(C)C

Technology Process of tert-Butyl p-(dimethylamino)benzoate

There total 3 articles about tert-Butyl p-(dimethylamino)benzoate 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: 57.0%

4-(dimethylamino)benzoyl chloride (4755-50-4) + tert-butyl alcohol (75-65-0) → tert-butyl 4-(dimethylamino)benzoate (75784-65-5)

Guidance literature:

With pyridine;

DOI:10.1055/s-1980-29115

Reference yield: 46.0%

ethyl p-dimethyaminolbenzoate (10287-53-3) + potassium tert-butylate (865-47-4) → tert-butyl 4-(dimethylamino)benzoate (75784-65-5) + 4-(dimethylamino)benzyl 4-(dimethylamino)benzoate (104736-55-2) + 4-dimethylamino-benzaldehyde (100-10-7) + N,N-dimethyl-4-hydroxymethylaniline (1703-46-4)

Guidance literature:

With [RuCl₂(N-heterocyclic carbene)(bis[2-(diphenylphosphino)ethyl]amine)]; hydrogen; In tetrahydrofuran; 2-methyltetrahydrofuran; at 45 ℃; for 2.5h; under 3750.38 Torr; Autoclave;

DOI:10.1021/acs.oprd.0c00410

Reference yield:

p-N,N-dimethylaminobenzoic acid (619-84-1) + tert-butyl alcohol (75-65-0) → tert-butyl 4-(dimethylamino)benzoate (75784-65-5)

Guidance literature:

p-N,N-dimethylaminobenzoic acid; With trifluoroacetic anhydride; In tetrahydrofuran; at 0 ℃;

tert-butyl alcohol; at 20 ℃; for 2h;

upstream raw materials:

4-(dimethylamino)benzoyl chloride

tert-butyl alcohol

p-N,N-dimethylaminobenzoic acid

ethyl p-dimethyaminolbenzoate

Downstream raw materials:

4-[¹⁸F]-1,1-dimethylethyl ester benzoic acid

4-[¹⁸F]fluorobenzoic acid

N-succinimidyl 4-[18F]fluorobenzoate

C₁₂H₁₉NO₂Si

Refernces

• 1、 Fowkes, Milan M.,Lalonde, Tyler,Yu, Lihai,Dhanvantari, Savita,Kovacs, Michael S.,Luyt, Leonard G.. "Peptidomimetic growth hormone secretagogue derivatives for positron emission tomography imaging of the ghrelin receptor". . p. 1500 - 1511. Retrieved 2018/09/18.
• 2、 Borgulya, Janos,Bernauer, Karl. "Transformation of Carboxylic Acid t-Butyl Esters into the Corresponding Trimethylsilyl Esters or Free Acids under Non-Acidic Conditions". . p. 545 - 547. Retrieved 2007/10/02.