Benzenepropanoic acid, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Benzenepropanoic acid, 1,1-dimethylethyl ester
• CAS No.: 16537-10-3
• Molecular Formula: C13H18O2
• Molecular Weight: 206.285
• DSSTox Substance ID: DTXSID00446823
• Nikkaji Number: J491.480E
• Wikidata: Q82265545
• Mol file: 16537-10-3.mol

Synonyms:16537-10-3;Tert-butyl 3-phenylpropanoate;Benzenepropanoic acid, 1,1-dimethylethyl ester;t-butyl 3-phenylpropanoate;t-butyl 3-phenylpropionate;tert-Butyl 3-phenylpropionate;SCHEMBL1380801;DTXSID00446823;ZOJRGDRNISZTQS-UHFFFAOYSA-N;MFCD19388689;AKOS013212047;3-Phenylpropanoic acid tert-butyl ester

Chemical Property of Benzenepropanoic acid, 1,1-dimethylethyl ester

Chemical Property:

• PSA: 26.30000
• LogP: 2.96090
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 206.130679813
• Heavy Atom Count: 15
• Complexity: 197

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CCC1=CC=CC=C1

Technology Process of Benzenepropanoic acid, 1,1-dimethylethyl ester

There total 55 articles about Benzenepropanoic acid, 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: 100.0%

3-phenylpropanoic acid methyl ester (103-25-3) + tert-butyl alcohol (75-65-0) → tert-butyl 3-phenylpropanoate (16537-10-3)

Guidance literature:

Zn₄O (OCOCF₃)₆(CF₃COOH)_n ; In di-isopropyl ether; for 18h; Product distribution / selectivity; Inert atmosphere; Reflux;

Reference yield: 99.0%

tert-Butyl acrylate (1663-39-4,25232-27-3) + 6-(tert-butyl)-12-phenyl-5,6,7,12-tetrahydrodibenzo[c,f][1,5]azastibocine (909413-25-8) → tert-butyl 3-phenylpropanoate (16537-10-3)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; In N-methyl-2-pyrrolidinone; water; for 1h; Heating;

DOI:10.1248/cpb.56.1502

Reference yield: 96.0%

acetic acid tert-butyl ester (540-88-5) + benzyl alcohol (100-51-6,185532-71-2) → tert-butyl 3-phenylpropanoate (16537-10-3)

Guidance literature:

With tri-tert-butyl phosphine; potassium tert-butylate; nickel diacetate; In 1,4-dioxane; toluene; at 100 ℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique;

DOI:10.1039/d0cc06468h

upstream raw materials:

acetic acid tert-butyl ester

hydrocinnamic acid chloride

benzyl bromide

tert-butyl alcohol

Downstream raw materials:

1-(3-phenylpropanoyl)piperidine

4-Phenyl-2-butanone

tert-butyl β-(tri-n-butylstannyl)-α-benzyl-propionate

C₂₇H₃₅ClO₃S

Refernces

• 1、 Yamada, Kohei,Hayakawa, Naoko,Fujita, Hikaru,Kitamura, Masanori,Kunishima, Munetaka. "Development of a Triazine-Based tert-Butylating Reagent, TriAT-tBu". . p. 4093 - 4098. Retrieved 2016.
• 2、 Taber, Douglass F.,Gerstenhaber, David A.,Zhao, Xia. "Convenient preparation of tert-butyl esters". . p. 3065 - 3066. Retrieved 2006.
• 3、 Liu, Xin,Werner, Thomas. "Selective Construction of C?C and C=C Bonds by Manganese Catalyzed Coupling of Alcohols with Phosphorus Ylides". supporting information. p. 1096 - 1104. Retrieved 2020/12/31.
• 4、 Barbasiewicz, Micha?,Tryniszewski, Micha?. "Gram-Scale Preparation of Acyl Fluorides and Their Reactions with Hindered Nucleophiles". . . Retrieved 2021/11/30.