2-(4-Fluorophenyl)morpholine

Base Information

• Chemical Name: 2-(4-Fluorophenyl)morpholine
• CAS No.: 62243-70-3
• Molecular Formula: C10H12FNO
• Molecular Weight: 181.21
• European Community (EC) Number: 819-870-5
• DSSTox Substance ID: DTXSID10395893
• Mol file: 62243-70-3.mol

Synonyms:2-(4-fluorophenyl)morpholine;62243-70-3;MFCD09863353;2-(4-fluorophenyl)-morpholine;SCHEMBL1637335;2-(4-Fluoro phenyl)-morpholine;2-(4-Fluoro-phenyl)-morpholine;DTXSID10395893;MPFUBIGEMDOEIW-UHFFFAOYSA-N;AKOS009161682;AB53785;BS-13819;2-(4-Fluorophenyl)morpholine, AldrichCPR;BB 0260951;CS-0143953;EN300-30487;F18868;F2148-1694;Z299600002

Chemical Property of 2-(4-Fluorophenyl)morpholine

Chemical Property:

• Boiling Point: 276.6±35.0 °C(Predicted)
• PKA: 8.48±0.40(Predicted)
• PSA: 95.86000
• Density: 1.119±0.06 g/cm3(Predicted)
• LogP: 0.97100
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 181.090292168
• Heavy Atom Count: 13
• Complexity: 157

Purity/Quality:

97% ^*data from raw suppliers

2-(4-Fluorophenyl)morpholineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(CN1)C2=CC=C(C=C2)F

Technology Process of 2-(4-Fluorophenyl)morpholine

There total 5 articles about 2-(4-Fluorophenyl)morpholine 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:

2-amino-1-(4-fluorophenyl)ethanol (456-05-3,473552-27-1) → 2-(4-fluorophenyl)-morpholine (62243-70-3)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 1 h / 0 °C

2: potassium tert-butylate / tetrahydrofuran / 1 h / 0 - 20 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Reflux

With lithium aluminium tetrahydride; potassium tert-butylate; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmcl.2015.12.081

Reference yield:

2-bromo-4'-fluoroacetophenone (403-29-2) → 2-(4-fluorophenyl)-morpholine (62243-70-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hexamethylenetetramine / chloroform / 16 h / 20 °C

1.2: 12 h / 20 °C

2.1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C

3.1: triethylamine / dichloromethane / 1 h / 0 °C

4.1: potassium tert-butylate / tetrahydrofuran / 1 h / 0 - 20 °C

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Reflux

With sodium tetrahydroborate; lithium aluminium tetrahydride; hexamethylenetetramine; potassium tert-butylate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; chloroform;

DOI:10.1016/j.bmcl.2015.12.081

Reference yield:

2-chloro-N-[2-(4-fluorophenyl)-2-hydroxyethyl]acetamide → 2-(4-fluorophenyl)-morpholine (62243-70-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate / tetrahydrofuran / 1 h / 0 - 20 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Reflux

With lithium aluminium tetrahydride; potassium tert-butylate; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2015.12.081

upstream raw materials:

2-amino-1-(4-fluorophenyl)ethan-1-one

2-amino-1-(4-fluorophenyl)ethanol

2-bromo-4'-fluoroacetophenone

2-amino-4'-fluoroacetophenone hydrochloride

Downstream raw materials:

(S)-3-[2-(4-fluorophenyl)-morpholin-4-yl]-1,1,1-trifluoro-propan-2-ol