1-(4-Fluorophenyl)-1-(4-(2-(N,N-dimethylamino)ethoxy)phenyl)-2-phenyl-1-butene

Base Information

• Chemical Name: 1-(4-Fluorophenyl)-1-(4-(2-(N,N-dimethylamino)ethoxy)phenyl)-2-phenyl-1-butene
• CAS No.: 73617-96-6
• Molecular Formula: C26H28 F N O
• Molecular Weight: 389.5050232
• Nikkaji Number: J3.220.159H
• Mol file: 73617-96-6.mol

Synonyms:1-(4-fluorophenyl)-1-(4-(2-(N,N-dimethylamino)ethoxy)phenyl)-2-phenyl-1-butene;4-fluorotamoxifen;4-fluorotamoxifen, (E)-isomer;para-fluorotamoxifen

Chemical Property of 1-(4-Fluorophenyl)-1-(4-(2-(N,N-dimethylamino)ethoxy)phenyl)-2-phenyl-1-butene

Chemical Property:

• Vapor Pressure: 1.91E-09mmHg at 25°C
• Boiling Point: 481.9°C at 760 mmHg
• Flash Point: 245.3°C
• PSA: 12.47000
• Density: 1.08g/cm³
• LogP: 6.13520
• XLogP3: 7.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 389.21549268
• Heavy Atom Count: 29
• Complexity: 495

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=C(C1=CC=C(C=C1)OCCN(C)C)C2=CC=C(C=C2)F)C3=CC=CC=C3
• Isomeric SMILES: CC/C(=C(\C1=CC=C(C=C1)OCCN(C)C)/C2=CC=C(C=C2)F)/C3=CC=CC=C3

Technology Process of 1-(4-Fluorophenyl)-1-(4-(2-(N,N-dimethylamino)ethoxy)phenyl)-2-phenyl-1-butene

There total 11 articles about 1-(4-Fluorophenyl)-1-(4-(2-(N,N-dimethylamino)ethoxy)phenyl)-2-phenyl-1-butene 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: 37.0%

1-<4-(piperidinoazo)phenyl>-1-<4-<2-(N,N-dimethylamino)ethoxy>phenyl>-2-phenyl-1-butene (97732-69-9) → (Z)-Fluorotamoxifen (77588-48-8) + (E)-Fluorotamoxifen (73617-96-6)

Guidance literature:

With hydrogen fluoride; In benzene; Title compound not separated from byproducts; 1.) RT, 0.5 h, 2.) 50 deg C, 10 min;

DOI:10.1021/jm00148a022

Reference yield:

methoxybenzene (100-66-3) → (E)-Fluorotamoxifen (73617-96-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / AlCl₃ / CS₂ / 1 h / Ambient temperature

2: 1.) Mg / 2.) ether, 2.) ether, reflux, 4 h

3: 85 percent / BBr₃ / CH₂Cl₂ / 1 h / Ambient temperature

4: KOH / ethanol / 20 h / Heating

With potassium hydroxide; aluminium trichloride; boron tribromide; magnesium; In carbon disulfide; ethanol; dichloromethane;

DOI:10.1021/jm00148a022

Reference yield:

4-methoxy-4'-nitrobenzophenone (1151-94-6) → (E)-Fluorotamoxifen (73617-96-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 62 percent / Na₂S₂O₄*H₂O / ethanol / Heating

2: 1.) conc. aq. HCl, NaNO₂ / 1.) H₂O, 20 min, 2.) H₂O, RT, 0.5 h

3: 37 percent / 40percent aq. HF / benzene / 1.) RT, 0.5 h, 2.) 50 deg C, 10 min

4: 1.) Mg / 2.) ether, 2.) ether, reflux, 4 h

5: 85 percent / BBr₃ / CH₂Cl₂ / 1 h / Ambient temperature

6: KOH / ethanol / 20 h / Heating

With hydrogenchloride; potassium hydroxide; sodium dithionite; hydrogen fluoride; boron tribromide; magnesium; sodium nitrite; In ethanol; dichloromethane; benzene;

DOI:10.1021/jm00148a022

upstream raw materials:

(2-chloroethyl)dimethylamine hydrochloride

1-(4-fluorophenyl)-1-(4-hydroxyphenyl)-2-phenyl-1-butene

1-<4-(piperidinoazo)phenyl>-1-<4-<2-(N,N-dimethylamino)ethoxy>phenyl>-2-phenyl-1-butene

4-methoxy-4'-nitrobenzophenone

Refernces