(3E)-4-(3-chlorophenyl)-N,N-dimethyl-4-(3-pyridyl)but-3-en-1-ammonium trifluoroacetate

Base Information

• Chemical Name: (3E)-4-(3-chlorophenyl)-N,N-dimethyl-4-(3-pyridyl)but-3-en-1-ammonium trifluoroacetate
• CAS No.: 1585244-34-3
• Molecular Formula: C₂HF₃O₂*C₁₇H₁₉ClN₂
• Molecular Weight: 400.828
• Mol file: 1585244-34-3.mol

Synonyms:

Chemical Property of (3E)-4-(3-chlorophenyl)-N,N-dimethyl-4-(3-pyridyl)but-3-en-1-ammonium trifluoroacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3E)-4-(3-chlorophenyl)-N,N-dimethyl-4-(3-pyridyl)but-3-en-1-ammonium trifluoroacetate

There total 4 articles about (3E)-4-(3-chlorophenyl)-N,N-dimethyl-4-(3-pyridyl)but-3-en-1-ammonium trifluoroacetate 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:

(3-chlorophenyl)(pyridin-3-yl)methanone (62247-00-1) + (3-dimethylaminopropyl)-triphenylphosphoniumbromide (18355-96-9) + trifluoroacetic acid (76-05-1) → (3E)-4-(3-chlorophenyl)-N,N-dimethyl-4-(3-pyridyl)but-3-en-1-ammonium trifluoroacetate (1585244-34-3) + (3Z)-4-(3-chlorophenyl)-N,N-dimethyl-4-(3-pyridyl)but-3-en-1-ammonium trifluoroacetate (1585244-36-5)

Guidance literature:

(3-dimethylaminopropyl)-triphenylphosphoniumbromide; With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 0.25h;

(3-chlorophenyl)(pyridin-3-yl)methanone; In tetrahydrofuran; at 20 ℃; for 24h;

trifluoroacetic acid; In water; Overall yield = 91 %; Overall yield = 75 mg;

DOI:10.1021/ml5000228

Reference yield:

3-Bromopyridine (626-55-1,163928-56-1) → (3E)-4-(3-chlorophenyl)-N,N-dimethyl-4-(3-pyridyl)but-3-en-1-ammonium trifluoroacetate (1585244-34-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / cyclohexane; diethyl ether / 1 h / -78 °C

1.2: 2 h / 20 °C

2.1: manganese(IV) oxide / dichloromethane / 264 h

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / 0 °C

3.2: 24 h / 20 °C

With manganese(IV) oxide; n-butyllithium; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane; 3.1: |Wittig Olefination / 3.2: |Wittig Olefination;

DOI:10.1021/ml5000228

Reference yield:

m-Chlorobenzaldehyde (587-04-2) → (3E)-4-(3-chlorophenyl)-N,N-dimethyl-4-(3-pyridyl)but-3-en-1-ammonium trifluoroacetate (1585244-34-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / cyclohexane; diethyl ether / 1 h / -78 °C

1.2: 2 h / 20 °C

2.1: manganese(IV) oxide / dichloromethane / 264 h

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / 0 °C

3.2: 24 h / 20 °C

With manganese(IV) oxide; n-butyllithium; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane; 3.1: |Wittig Olefination / 3.2: |Wittig Olefination;

DOI:10.1021/ml5000228

upstream raw materials:

(3-chlorophenyl)(pyridin-3-yl)methanone

(3-dimethylaminopropyl)-triphenylphosphoniumbromide

trifluoroacetic acid

3-Bromopyridine

Refernces