Ethyl 3-(4-chlorophenyl)-3-hydroxybutanoate

Base Information

• Chemical Name: Ethyl 3-(4-chlorophenyl)-3-hydroxybutanoate
• CAS No.: 21133-98-2
• Molecular Formula: C12H15 Cl O3
• Molecular Weight: 242.702
• Hs Code.: 2918199090
• European Community (EC) Number: 244-235-9
• DSSTox Substance ID: DTXSID40943462
• Nikkaji Number: J226.148K
• Mol file: 21133-98-2.mol

Synonyms:ethyl 3-(4-chlorophenyl)-3-hydroxybutanoate;21133-98-2;Ethyl 3-(p-chlorophenyl)-3-hydroxybutyrate;EINECS 244-235-9;SCHEMBL1349277;DTXSID40943462;AKOS011682291;ethyl3-(4-chlorophenyl)-3-hydroxybutanoate;EN300-252228;3-Hydroxy-3-(4-chlorophenyl)butyric acid ethyl ester

Chemical Property of Ethyl 3-(4-chlorophenyl)-3-hydroxybutanoate

Chemical Property:

• Vapor Pressure: 8.89E-06mmHg at 25°C
• Boiling Point: 359°Cat760mmHg
• Flash Point: 170.9°C
• PSA: 46.53000
• Density: 1.201g/cm³
• LogP: 2.50070
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 242.0709720
• Heavy Atom Count: 16
• Complexity: 236

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl3-(4-chlorophenyl)-3-hydroxybutanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)CC(C)(C1=CC=C(C=C1)Cl)O

Technology Process of Ethyl 3-(4-chlorophenyl)-3-hydroxybutanoate

There total 4 articles about Ethyl 3-(4-chlorophenyl)-3-hydroxybutanoate 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: 93.0%

para-chloroacetophenone (99-91-2) + ethyl iodoacetae (623-48-3) → ethyl 3-(4-chlorophenyl)-3-hydroxybutanoate (21133-98-2)

Guidance literature:

With manganese; copper(l) iodide; trifluoroacetic acid; In acetonitrile; at 20 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1055/s-0040-1707110

Reference yield: 85.0%

1-ethoxy-1-(trimethylsiloxy)ethene (18295-66-4) + para-chloroacetophenone (99-91-2) → ethyl 3-(4-chlorophenyl)-3-hydroxybutanoate (21133-98-2)

Guidance literature:

1-ethoxy-1-(trimethylsiloxy)ethene; para-chloroacetophenone; With triethoxyfluorosilane; (PPh₃)₃CuF; In tetrahydrofuran; at 20 ℃; for 4h;

With triethylamine tris(hydrogen fluoride); In tetrahydrofuran;

DOI:10.1021/ja034993n

Reference yield: 78.0%

para-chloroacetophenone (99-91-2) + ethyl bromoacetate (105-36-2) → ethyl 3-(4-chlorophenyl)-3-hydroxybutanoate (21133-98-2)

Guidance literature:

para-chloroacetophenone; ethyl bromoacetate; With zirconocene dichloride; zinc; In N,N-dimethyl-formamide; at 25 ℃; for 0.0833333h; Inert atmosphere;

With hydrogenchloride; In water; N,N-dimethyl-formamide; Cooling;

DOI:10.1002/aoc.1789

upstream raw materials:

para-chloroacetophenone

ethyl bromoacetate

1-ethoxy-1-(trimethylsiloxy)ethene

ethyl iodoacetae

Downstream raw materials:

3-(4-chloro-phenyl)-3-hydroxy-butyric acid

(E)-3-(4-chlorophenyl)but-2-enoic acid

3-(4-chlorophenyl)-3-butenoic acid

ethyl 3-(4-chlorophenyl)but-3-enoate

Refernces

• 1、 Liu, Xuan-Yu,Li, Xiang-Rui,Zhang, Chen,Chu, Xue-Qiang,Rao, Weidong,Loh, Teck-Peng,Shen, Zhi-Liang. "Iron(0)-Mediated Reformatsky Reaction for the Synthesis of β-Hydroxyl Carbonyl Compounds". supporting information. p. 5873 - 5878. Retrieved 2019/08/20.
• 2、 -. "Method for preparing β - hydroxyl carbonyl compound (by machine translation)". Paragraph 0071-0075. . Retrieved 2019/10/01.