(S)-1-amino-2'-chloro-5,6-dihydro-[1,1'-biphenyl]-2(1H)-one

Base Information

• Chemical Name: (S)-1-amino-2'-chloro-5,6-dihydro-[1,1'-biphenyl]-2(1H)-one
• CAS No.: 153381-94-3
• Molecular Formula: C₁₂H₁₂ClNO
• Molecular Weight: 221.686
• Mol file: 153381-94-3.mol

Synonyms:(S)-1-amino-2'-chloro-5,6-dihydro-[1,1'-biphenyl]-2(1H)-one

Chemical Property of (S)-1-amino-2'-chloro-5,6-dihydro-[1,1'-biphenyl]-2(1H)-one

Chemical Property:

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-amino-2'-chloro-5,6-dihydro-[1,1'-biphenyl]-2(1H)-one

There total 5 articles about (S)-1-amino-2'-chloro-5,6-dihydro-[1,1'-biphenyl]-2(1H)-one 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:

C12H13BrClNO → (S)-1-amino-2'-chloro-5,6-dihydro-[1,1'-biphenyl]-2(1H)-one (153381-94-3)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 120 ℃; for 0.5h; Sealed tube; Microwave irradiation;

DOI:10.1021/acs.orglett.7b02177

Reference yield:

(2-chlorophenyl)(cyclopentyl)methanone (6740-85-8) → (S)-1-amino-2'-chloro-5,6-dihydro-[1,1'-biphenyl]-2(1H)-one (153381-94-3)

Guidance literature:

Multi-step reaction with 7 steps

1: copper(ll) bromide / ethyl acetate / 77 °C

2: ammonium hydroxide

3: isopropyl alcohol / 1 h / 170 °C / Sealed tube; Microwave irradiation

4: ethanol / Reflux

5: sodium hydroxide / ethyl acetate; water

6: pyridinium hydrobromide perbromide; acetic acid / 1 h / 125 °C / Sealed tube; Microwave irradiation

7: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.5 h / 120 °C / Sealed tube; Microwave irradiation

With ammonium hydroxide; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium hydrobromide perbromide; sodium hydroxide; copper(ll) bromide; In ethanol; water; ethyl acetate; isopropyl alcohol; acetonitrile;

DOI:10.1021/acs.orglett.7b02177

Reference yield:

(1-Bromocyclopentyl)(2-chlorophenyl)methanone (6740-86-9) → (S)-1-amino-2'-chloro-5,6-dihydro-[1,1'-biphenyl]-2(1H)-one (153381-94-3)

Guidance literature:

Multi-step reaction with 6 steps

1: ammonium hydroxide

2: isopropyl alcohol / 1 h / 170 °C / Sealed tube; Microwave irradiation

3: ethanol / Reflux

4: sodium hydroxide / ethyl acetate; water

5: pyridinium hydrobromide perbromide; acetic acid / 1 h / 125 °C / Sealed tube; Microwave irradiation

6: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.5 h / 120 °C / Sealed tube; Microwave irradiation

With ammonium hydroxide; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium hydrobromide perbromide; sodium hydroxide; In ethanol; water; ethyl acetate; isopropyl alcohol; acetonitrile;

DOI:10.1021/acs.orglett.7b02177

upstream raw materials:

(2-chlorophenyl)(cyclopentyl)methanone

(1-Bromocyclopentyl)(2-chlorophenyl)methanone

norketamine

(S)-Norketamine