Ethyl 3-(2'-bromo-5'-(trifluoromethyl)phenyl)propionate

Base Information

• Chemical Name: Ethyl 3-(2'-bromo-5'-(trifluoromethyl)phenyl)propionate
• CAS No.: 1261779-31-0
• Molecular Formula: C₁₂H₁₂BrF₃O₂
• Molecular Weight: 325.125
• Mol file: 1261779-31-0.mol

Synonyms:Ethyl 3-(2'-bromo-5'-(trifluoromethyl)phenyl)propionate;SCHEMBL18586994;NORAEXWGIQFGLQ-UHFFFAOYSA-N;ETHYL 3-(2-BROMO-5-(TRIFLUOROMETHYL)PHENYL)PROPANOATE;1261779-31-0

Chemical Property of Ethyl 3-(2'-bromo-5'-(trifluoromethyl)phenyl)propionate

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 323.99728
• Heavy Atom Count: 18
• Complexity: 281

Purity/Quality:

>97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)CCC1=C(C=CC(=C1)C(F)(F)F)Br

Technology Process of Ethyl 3-(2'-bromo-5'-(trifluoromethyl)phenyl)propionate

There total 3 articles about Ethyl 3-(2'-bromo-5'-(trifluoromethyl)phenyl)propionate 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: 88.0%

ethyl 3-(2-bromo-5-(trifluoromethyl)phenyl)acrylate → ethyl 3-(2-bromo-5-(trifluoromethyl)phenyl)propanoate (1261779-31-0)

Guidance literature:

With sodium acetate; toluene-4-sulfonic acid hydrazide; In tetrahydrofuran; water; for 16h; Reflux;

Reference yield:

2-bromo-5-(trifluoromethyl)benzaldehyde (102684-91-3) → ethyl 3-(2-bromo-5-(trifluoromethyl)phenyl)propanoate (1261779-31-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: sodium acetate; toluene-4-sulfonic acid hydrazide / tetrahydrofuran; water / 20 h / Reflux; Inert atmosphere

With sodium acetate; sodium hydride; toluene-4-sulfonic acid hydrazide; In tetrahydrofuran; water; 1.1: Horner-Wadsworth-Emmons olefination / 1.2: Horner-Wadsworth-Emmons olefination;

DOI:10.1021/ja201249c

Reference yield:

(2-bromo-5-(trifluoromethyl)phenyl)methanol (869725-53-1) → ethyl 3-(2-bromo-5-(trifluoromethyl)phenyl)propanoate (1261779-31-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: sodium acetate; toluene-4-sulfonic acid hydrazide / tetrahydrofuran; water / 20 h / Reflux; Inert atmosphere

With sodium acetate; sodium hydride; Dess-Martin periodane; toluene-4-sulfonic acid hydrazide; In tetrahydrofuran; dichloromethane; water; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination;

DOI:10.1021/ja201249c

upstream raw materials:

(2-bromo-5-(trifluoromethyl)phenyl)methanol

2-bromo-5-(trifluoromethyl)benzaldehyde

Downstream raw materials:

(+)-(1S,3'R,4'S_.6'R)-6'-(2-(tert-butyldiphenylsilyloxy)ethyl)-7-(trifluoromethyl)-4'-(triisopropylsilyloxy)-3',4',5',6'-tetrahydro-3H-spiro[benzo[c]oxepine-1,2'-pyran]-3'-ol

(-)-3-(2-((2R,4S)-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran-6-yl)-5-(trifluoromethyl)phenyl)propan-1-ol

(+)-(1R,3'R,4'S_.6'R)-6'-(2-(tert-butyldiphenylsilyloxy)ethyl)-7-(trifluoromethyl)-4'-(triisopropylsilyloxy)-3',4',5',6'-tetrahydro-3H-spiro[benzo[c]oxepine-1,2'-pyran]-3'-ol