4-(3-Bromobenzoyl)morpholine

Base Information

• Chemical Name: 4-(3-Bromobenzoyl)morpholine
• CAS No.: 153435-81-5
• Molecular Formula: C₁₁H₁₂BrNO₂
• Molecular Weight: 270.126
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20336292
• Wikidata: Q82103288
• Mol file: 153435-81-5.mol

Synonyms:4-(3-Bromobenzoyl)morpholine;153435-81-5;(3-Bromophenyl)(morpholino)methanone;4-(3-BROMOBENZOYL) MORPHOLINE;(3-bromophenyl)-morpholin-4-ylmethanone;3-Bromobenzoic acid, morpholide;(3-Bromophenyl)(morpholin-4-yl))methanone;Cambridge id 5157029;SCHEMBL1368169;DTXSID20336292;MFCD00194119;(3-bromophenyl)(morpholino) methanone;AKOS000170017;AM803257;AS-59917;CS-0038992;FT-0733075

Chemical Property of 4-(3-Bromobenzoyl)morpholine

Chemical Property:

• Vapor Pressure: 1.31E-06mmHg at 25°C
• Refractive Index: 1.585
• Boiling Point: 400°Cat760mmHg
• Flash Point: 195.7°C
• PSA: 29.54000
• Density: 1.486g/cm³
• LogP: 1.85940
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 269.00514
• Heavy Atom Count: 15
• Complexity: 229

Purity/Quality:

≥95% ^*data from raw suppliers

4-(3-Bromobenzoyl)morpholine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C(=O)C2=CC(=CC=C2)Br

Technology Process of 4-(3-Bromobenzoyl)morpholine

There total 3 articles about 4-(3-Bromobenzoyl)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: 71.0%

→ (3-bromophenyl)(morpholino)methanone (153435-81-5)

Guidance literature:

Reference yield:

m-bromobenzoic acid (585-76-2) → (3-bromophenyl)(morpholino)methanone (153435-81-5)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / toluene / 2 h / Reflux

2: potassium carbonate / dichloromethane / 0 - 20 °C

With thionyl chloride; potassium carbonate; In dichloromethane; toluene;

DOI:10.1016/j.tet.2017.02.002

Reference yield:

3-Bromophenol (591-20-8) → (3-bromophenyl)(morpholino)methanone (153435-81-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 12 h / -78 - 20 °C

2: palladium diacetate; N-ethyl-N,N-diisopropylamine; 1,1'-bis-(diphenylphosphino)ferrocene / toluene / 24 h / 90 °C / 3750.38 Torr / Autoclave; Inert atmosphere

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene;

DOI:10.1002/chem.201702015

upstream raw materials:

m-bromobenzoic acid

3-Bromophenol

Downstream raw materials:

morpholin-4-yl-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxa-borolan-2-yl)-phenyl]-methanone

(3-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)-quinazolin-6-yl)phenyl)(morpholino)methanone

Refernces

• 1、 Cederbalk, Anna,Lysén, Morten,Kehler, Jan,Kristensen, Jesper L.. "Ortho lithiation-in situ borylation of substituted morpholine benzamides". . p. 1576 - 1582. Retrieved 2017/03/08.