(R)-(+)-N-(3-chloro-2-hydroxypropyl)aniline

Base Information

• Chemical Name: (R)-(+)-N-(3-chloro-2-hydroxypropyl)aniline
• CAS No.: 195455-98-2
• Molecular Formula: C₉H₁₂ClNO
• Molecular Weight: 185.653
• Mol file: 195455-98-2.mol

Synonyms:(R)-(+)-N-(3-chloro-2-hydroxypropyl)aniline

Chemical Property of (R)-(+)-N-(3-chloro-2-hydroxypropyl)aniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(+)-N-(3-chloro-2-hydroxypropyl)aniline

There total 4 articles about (R)-(+)-N-(3-chloro-2-hydroxypropyl)aniline 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:

aniline (62-53-3) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → (S)-epichlorohydrin (67843-74-7,24969-06-0,13403-37-7) + (R)-(-)-epichlorohydrin (51594-55-9,24969-06-0,13403-37-7) + (S)-(+)-1-chloro-3-(phenylamino)-propan-2-ol (195455-97-1) + (R)-(+)-N-(3-chloro-2-hydroxypropyl)aniline (195455-98-2)

Guidance literature:

epichlorohydrin; With C₆₅H₅₆CoN₃O₈; In dichloromethane; at 27 - 28 ℃; for 0.166667h;

aniline; In dichloromethane; at 27 - 28 ℃; enantioselective reaction;

DOI:10.1002/adsc.201700788

Reference yield:

aniline (62-53-3) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → (S)-(+)-1-chloro-3-(phenylamino)-propan-2-ol (195455-97-1) + (R)-(+)-N-(3-chloro-2-hydroxypropyl)aniline (195455-98-2)

Guidance literature:

With Candida rugosa lipase; In di-isopropyl ether; at 40 - 42 ℃; for 8h; optical yield given as %ee; enantioselective reaction; Enzymatic reaction;

DOI:10.1016/j.bmc.2011.02.029

Reference yield:

bis(phenyl) carbonate (102-09-0) + N-(3-chloro-2-hydroxypropyl)aniline (76226-32-9,15949-12-9) → (R)-5-(chloromethyl)-3-phenyloxazolidin-2-one + 5-(chloromethyl)-3-phenyloxazolidin-2-one + (S)-(+)-1-chloro-3-(phenylamino)-propan-2-ol (195455-97-1) + (R)-(+)-N-(3-chloro-2-hydroxypropyl)aniline (195455-98-2)

Guidance literature:

With lipase B from Candida antarctica; In toluene; at 30 ℃; for 120h; enantioselective reaction; Molecular sieve; Resolution of racemate; Sealed tube; Enzymatic reaction;

DOI:10.1016/j.catcom.2016.04.009

upstream raw materials:

aniline

epichlorohydrin

bis(phenyl) carbonate

N-(3-chloro-2-hydroxypropyl)aniline

Downstream raw materials:

(R)-(-)-1-[4,4-bis(4-fluorophenyl)butyl]-4-[2-hydroxy-3-(phenylamino)propyl]piperazine

(2S)-1-N-Phenylamino-2-propanol