Methyl 2-amino-2-(4-bromophenyl)acetate Hydrochloride

Base Information

• Chemical Name: Methyl 2-amino-2-(4-bromophenyl)acetate Hydrochloride
• CAS No.: 42718-20-7
• Molecular Formula: C9H11BrClNO2
• Molecular Weight: 280.549
• Hs Code.: 2922499990
• European Community (EC) Number: 828-076-8
• Mol file: 42718-20-7.mol

Synonyms:Methyl 2-amino-2-(4-bromophenyl)acetate Hydrochloride;42718-20-7;methyl 2-amino-2-(4-bromophenyl)acetate;hydrochloride;methyl 2-amino-2-(4-bromophenyl)acetatehydrochloride;SCHEMBL3311062;CSBFDIDFULVKDP-UHFFFAOYSA-N;MFCD05663802;AKOS005071203;AB88683;AB89342;methyl amino(4-bromophenyl)acetate HCl;CS-0216768;Methyl alpha-amino-4-bromobenzeneacetate HCl;EN300-59667;N12298;methyl amino(4-bromophenyl)acetate hydrochloride;7X-0715;METHYL2-AMINO-2-(4-BROMOPHENYL)ACETATE HCL;Methyl2-amino-2-(4-bromophenyl)acetateHydrochloride;F2147-0610;Z935140730;Methyl 2-amino-2-(4-bromophenyl)acetate hydrochloride (H-DL-Phg(4-Br)-OMe.HCl)

Chemical Property of Methyl 2-amino-2-(4-bromophenyl)acetate Hydrochloride

Chemical Property:

• Melting Point: 205-208°C
• PSA: 52.32000
• LogP: 3.12420
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 278.96617
• Heavy Atom Count: 14
• Complexity: 179

Purity/Quality:

98%min ^*data from raw suppliers

Methyl 2-amino-2-(4-bromophenyl)acetate hydrochloride >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C(C1=CC=C(C=C1)Br)N.Cl

Technology Process of Methyl 2-amino-2-(4-bromophenyl)acetate Hydrochloride

There total 2 articles about Methyl 2-amino-2-(4-bromophenyl)acetate Hydrochloride 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:

methanol (67-56-1) + 2-amino-2-(4-bromophenyl)acetic acid (119397-06-7,71079-03-3) → methyl 2-amino-2-(4-bromophenyl)acetate hydrochloride (42718-20-7)

Guidance literature:

With thionyl chloride; at 20 ℃; for 24h; Cooling with ice;

DOI:10.1016/j.tet.2011.04.064

Reference yield:

4-bromo-benzaldehyde (1122-91-4) → methyl 2-amino-2-(4-bromophenyl)acetate hydrochloride (42718-20-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ammonium chloride / methanol; water / 24.33 h / 20 °C

1.2: 72 h / Reflux

2.1: thionyl chloride / 24 h / 20 °C / Cooling with ice

With thionyl chloride; ammonium chloride; In methanol; water; 1.1: Strecker amino acid synthesis;

DOI:10.1016/j.tet.2011.04.064

Reference yield: 82.0%

methyl 2-amino-2-(4-bromophenyl)acetate hydrochloride (42718-20-7) + pentafluorobenzenesulonyl chloride (832-53-1) → methyl 2-(4-bromophenyl)-2-(2,3,4,5,6-pentafluorophenylsulfonamido)acetate (1049837-69-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 25 ℃;

DOI:10.1021/jo800930g

upstream raw materials:

methanol

2-amino-2-(4-bromophenyl)acetic acid

4-bromo-benzaldehyde

Downstream raw materials:

methyl 2-(4-bromophenyl)-2-(2,3,4,5,6-pentafluorophenylsulfonamido)acetate

methyl 2-(4-bromophenyl)-2-(5-(tert-butyl)thiophene-2-carboxamido)acetate

methyl 2-isocyano-2-(4-bromophenyl)acetate

Refernces

• 1、 Bolsakova, Jekaterina,Lukasevics, Lukass,Grigorjeva, Liene. "Cobalt-Catalyzed, Directed C-H Functionalization/Annulation of Phenylglycinol Derivatives with Alkynes". . p. 4482 - 4499. Retrieved 2020/04/09.
• 2、 Nieto, Sonia,Sayago, Francisco J.,Laborda, Pedro,Soler, Tatiana,Cativiela, Carlos,Urriolabeitia, Esteban P.. "Efficient access to (1H)-isoindolin-1-one-3-carboxylic acid derivatives by orthopalladation and carbonylation of methyl arylglycinate substrates". experimental part. p. 4185 - 4191. Retrieved 2011/07/08.