Ethyl 4-benzylmorpholine-2-carboxylate

Base Information

• Chemical Name: Ethyl 4-benzylmorpholine-2-carboxylate
• CAS No.: 135072-32-1
• Molecular Formula: C14H19NO3
• Molecular Weight: 249.31
• DSSTox Substance ID: DTXSID30910582
• Mol file: 135072-32-1.mol

Synonyms:ethyl 4-benzylmorpholine-2-carboxylate;135072-32-1;Ethyl 4-Benzyl-2-morpholinecarboxylate;107904-08-5;Ethyl4-benzylmorpholine-2-carboxylate;4-phenylmethyl-2-morpholinecarboxylic acid ethyl ester;MFCD14584462;4-Benzyl-morpholine-2-carboxylic acid ethyl ester;4-(phenylmethyl)-2-Morpholinecarboxylic acid ethyl ester;2-Morpholinecarboxylic acid, 4-(phenylmethyl)-, ethyl ester;SCHEMBL2904781;DTXSID30910582;JDVADOGJQJZIOJ-UHFFFAOYSA-N;AMY20491;AB7136;Ethyl4-Benzyl-2-morpholinecarboxylate;AKOS015843364;DS-11753;SY006474;CS-0036188;ethyl 4-(phenylmethyl)-2-morpholinecarboxylate;A806879;J-520973;4-(Phenylmethyl)-2-morpholinecarboxylic acid ethyl ester

Chemical Property of Ethyl 4-benzylmorpholine-2-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.531
• Boiling Point: 330.328°C at 760 mmHg
• PKA: 5.70±0.10(Predicted)
• Flash Point: 153.577°C
• PSA: 38.77000
• Density: 1.128g/cm³
• LogP: 1.38840
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 249.13649347
• Heavy Atom Count: 18
• Complexity: 264

Purity/Quality:

99.99%HPLC ^*data from raw suppliers

4-Phenylmethyl-2-morpholinecarboxylicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CN(CCO1)CC2=CC=CC=C2
• Uses: 4-Phenylmethyl-2-morpholinecarboxylic Acid Ethyl Ester is an intermediate used to prepare 5-HT4 receptor agonists and gastric motility stimulants.

Technology Process of Ethyl 4-benzylmorpholine-2-carboxylate

There total 3 articles about Ethyl 4-benzylmorpholine-2-carboxylate 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: 87.0%

ethanol (64-17-5) + 4-benzyl-2-cyanomorpholine (147767-51-9,126645-52-1) → ethyl 4-benzylmorpholine-2-carboxylate (135072-32-1,107904-08-5)

Guidance literature:

ethanol; 4-benzyl-2-cyanomorpholine; With sulfuric acid; at 20 - 65 ℃; for 66h; Heating / reflux;

With potassium carbonate; In water; Product distribution / selectivity;

Reference yield:

N-Benzylethanolamine (104-63-2) → ethyl 4-benzylmorpholine-2-carboxylate (135072-32-1,107904-08-5)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether / 120 h / Ambient temperature

2: KOBu-t / 1,2-dimethoxy-ethane / 1.) 0 deg C, 2 h, 2.) reflux, 1 h

3: 79 percent / concd. H₂SO₄ / 48 h / Heating

With sulfuric acid; potassium tert-butylate; In 1,2-dimethoxyethane; diethyl ether;

DOI:10.1021/jm00058a004

Reference yield:

3-(benzyl(2-hydroxyethyl)amino)-2-chloro-propanenitrile (1030837-46-7) → ethyl 4-benzylmorpholine-2-carboxylate (135072-32-1,107904-08-5)

Guidance literature:

Multi-step reaction with 2 steps

1: KOBu-t / 1,2-dimethoxy-ethane / 1.) 0 deg C, 2 h, 2.) reflux, 1 h

2: 79 percent / concd. H₂SO₄ / 48 h / Heating

With sulfuric acid; potassium tert-butylate; In 1,2-dimethoxyethane;

DOI:10.1021/jm00058a004

upstream raw materials:

ethanol

4-benzyl-2-cyanomorpholine

3-(benzyl(2-hydroxyethyl)amino)-2-chloro-propanenitrile

N-Benzylethanolamine

Downstream raw materials:

ethyl morpholine-2-carboxylate trifluoroacetate

(S)-4-benzyl-morpholine-2-carboxylic acid ethyl ester

(-)-ethyl (2R)-4-benzylmorpholine-2-carboxylate

2-morpholinecarboxylic acid ethyl ester

Refernces

• 1、 -. "TREATMENT OF HOT FLASHES, IMPULSE CONTROL DISORDERS AND PERSONALITY CHANGE DUE TO A GENERAL MEDICAL CONDITION". Page/Page column 276. . Retrieved 2010/02/12.
• 2、 King,Martin. "The synthesis of 2-morpholine carboxylic acid derivatives and their elaboration to 1-aza-4-oxabicyclo[3.3.1]nonan-6-one". . p. 2281 - 2284. Retrieved 2007/10/19.