Toluene diisocyanate manufacturer Knowledge Preparation of 2-amino-2-(4-fluorophenyl)acetic acid-(S)-methyl ester_Kain Industrial Additive

Preparation of 2-amino-2-(4-fluorophenyl)acetic acid-(S)-methyl ester_Kain Industrial Additive

Background and overview[1]]

2-Amino-2-(4-fluorophenyl)acetic acid-(S)-methyl ester can be used as a pharmaceutical and chemical synthesis intermediate. If 2-amino-2-(4-fluorophenyl)acetic acid-(S)-methyl ester is inhaled, move the patient to fresh air; if skin contact occurs, remove contaminated clothing and wash thoroughly with soap and water. Rinse the skin and seek medical attention if you feel any discomfort. If contact occurs with eyes, separate the eyelids, rinse with running water or saline, and seek medical attention immediately. If ingested, rinse mouth immediately. Do not induce vomiting and seek medical attention immediately. Advice to protect rescuers is as follows: Move the patient to a safe place, consult a doctor, and if conditions permit, please show this chemical safety data sheet to the doctor who comes to the scene.

In case of leakage, if there is a small leakage, collect the leaked liquid in a sealable container as much as possible, absorb it with sand, activated carbon or other inert materials, and transfer it to a safe place. It is prohibited to flush it into the sewer; if there is a large leakage, build a dike Or dig a pit to contain it, seal the drainage pipe, cover it with foam to inhibit evaporation, use an explosion-proof pump to transfer it to a tanker or a special collector, and recycle or transport it to a waste treatment site for disposal.

Structure

Preparation [1]

Thionyl chloride (0.475 mL, 6.50 mmol) was added dropwise to a solution of (S)-4-fluorophenylglycine (1.00 g, 5.91 mmol) in MeOH (25.0 mL), and the mixture was stirred under reflux for 2 Hour. The reaction mixture was then concentrated to give a brown oil. The residue was dissolved in EtOAc and the solution was partitioned between EtOAc and saturated aqueous NaHCO3. The aqueous phase was separated and extracted with EtOAc. The combined organic phases were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to give 2-amino-2-(4-fluorophenyl)acetic acid-(S)-methyl ester (1.1 g, 6.0 mmol, 100 % yield), as brown oil.

Main reference materials

[1]AMGEN INC.; BREGMAN, Howard; BUCHANAN, John, L.; CHAKKA, Nagasree; DIMAURO, Erin; GUNAYDIN, Hakan; GUZMAN PEREZ, Angel; HUA, Zihao; HUANG, Hongbing; HUANG, Xin; MARTIN, Matthew, W.; PATEL, Vinod Patent: WO2013/134079 A1, 2013; Location in patent: Paragraph 0251-0252;

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