Ethyl 2-morpholino-2-phenylacetate

Base Information

• Chemical Name: Ethyl 2-morpholino-2-phenylacetate
• CAS No.: 22083-23-4
• Molecular Formula: C14H19NO3
• Molecular Weight: 249.31
• DSSTox Substance ID: DTXSID801296032
• Mol file: 22083-23-4.mol

Synonyms:SCHEMBL15063194;DTXSID801296032;ethyl 2-morpholino-2-phenylacetate;Ethyl 4-morpholinyl(phenyl)acetate #;Ethyl alpha-phenyl-4-morpholineacetate;Acetic acid, 2-(4-morpholyl)-2-phenyl-, ethyl ester;22083-23-4

Chemical Property of Ethyl 2-morpholino-2-phenylacetate

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 249.13649347
• Heavy Atom Count: 18
• Complexity: 258

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C1=CC=CC=C1)N2CCOCC2

Technology Process of Ethyl 2-morpholino-2-phenylacetate

There total 5 articles about Ethyl 2-morpholino-2-phenylacetate 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: 100.0%

morpholine (110-91-8,99108-56-2) + ethyl 2-phenyl-2-bromoacetate (2882-19-1,2216-90-2) → α-morpholine ethyl phenylacetate (22083-23-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 1.5h;

Reference yield: 65.0%

morpholine (110-91-8,99108-56-2) + Ethyl 2-phenylethanoate (101-97-3) → α-morpholine ethyl phenylacetate (22083-23-4)

Guidance literature:

Ethyl 2-phenylethanoate; With 2,6-bis[(4,4-dimethyl)-2-oxazolin-2-yl]pyridine copper bromide; In dimethyl sulfoxide; at 20 ℃; for 0.166667h; Green chemistry;

morpholine; In dimethyl sulfoxide; at 50 ℃; for 10h; Green chemistry;

DOI:10.1039/c4ob01027b

Reference yield:

ethyl 2-phenyldiazoacetate (22065-57-2) → α-morpholine ethyl phenylacetate (22083-23-4)

Guidance literature:

Multi-step reaction with 2 steps

1: cobalt(II) bromide hexahydrate / 1,4-dioxane / 1 h / 100 °C / Inert atmosphere

2: triethylamine / 20 °C

With cobalt(II) bromide hexahydrate; triethylamine; In 1,4-dioxane;

DOI:10.1002/adsc.202000009

upstream raw materials:

morpholine

ethyl 2-phenyl-2-bromoacetate

ethyl 2-chloro-2-phenylacetate

ethyl 2-(benzotriazol-1-yl)-2-morpholinoacetate

Downstream raw materials:

morpholin-4-yl-phenyl-acetic acid hydrazide

2-morpholin-4-yl-2-phenylethanol

morpholin-4-yl-phenyl-acetic acid isopropylidenehydrazide