Ethyl 2-(morpholin-3-yl)acetate

Base Information

• Chemical Name: Ethyl 2-(morpholin-3-yl)acetate
• CAS No.: 81684-84-6
• Molecular Formula: C8H15NO3
• Molecular Weight: 173.21
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60472688
• Mol file: 81684-84-6.mol

Synonyms:ethyl 2-(morpholin-3-yl)acetate;81684-84-6;Morpholin-3-yl-acetic acid ethyl ester;Ethyl 2-morpholin-3-ylacetate;ETHYL MORPHOLIN-3-YLACETATE;MFCD04114888;Ethyl2-(morpholin-3-yl)acetate;Morpholin-3-yl-aceticacidethylester;Ethyl 3-morpholinylacetate;SCHEMBL16508;DTXSID60472688;JEDBOPXFYYFSLI-UHFFFAOYSA-N;Morpholin-3-ylacetic acid ethyl ester;AKOS006283211;AB19176;NS-01419;BB 0260788;CS-0455995;(RS)-Morpholin-3-yl-acetic acid ethyl ester;EN300-142218;morpholin-3-yl-acetic acid ethyl ester, AldrichCPR

Chemical Property of Ethyl 2-(morpholin-3-yl)acetate

Chemical Property:

• Vapor Pressure: 0.03mmHg at 25°C
• Refractive Index: 1.435
• Boiling Point: 244.38 °C at 760 mmHg
• Flash Point: 101.598 °C
• PSA: 47.56000
• Density: 1.033 g/cm³
• LogP: 0.25680
• Storage Temp.: 2-8°C
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 173.10519334
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

ethyl2-(morpholin-3-yl)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1COCCN1

Technology Process of Ethyl 2-(morpholin-3-yl)acetate

There total 1 articles about Ethyl 2-(morpholin-3-yl)acetate 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: 51.0%

hydrogen ethyl malonate (1071-46-1) + dodecahydrotris([1,4]oxazino)[4,3-a:4',3'-c:4'',3''-e][1,3,5]triazine (81684-86-8) → ethyl 2-(morpholin-3-yl)acetate (81684-84-6)

Guidance literature:

With triethylamine; In acetonitrile; at 55 - 60 ℃; for 5.5h;

DOI:10.1246/cl.1982.231

Reference yield:

3-(4-(oxiran-2-yl)phenyl)-5-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazole (1265323-69-0) + ethyl 2-(morpholin-3-yl)acetate (81684-84-6) → C28H27F3N4O6

Guidance literature:

In ethanol; at 80 ℃;

Reference yield:

ethyl 2-(morpholin-3-yl)acetate (81684-84-6) → 3-(2-phenoxy-ethyl)-morpholine-4-carboxylic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 5 steps

1.1: Novozym 435(R) / 6 h / pH 7

2.1: acetyl chloride / 36 h

2.2: Et₃N / CH₂Cl₂ / 24 h / 20 - 40 °C

3.1: aq. HCl; Burkholderia cepacia lipase / tetrahydrofuran; aq. phosphate buffer / 10 h / 25 °C / pH 7

4.1: 80 percent / DIBAL-H / toluene; diethyl ether / 1 h / 0 °C

5.1: 63 percent / Ph₃P; DIAD / tetrahydrofuran / 2.5 h / 0 °C

With Burkholderia cepacia lipase; hydrogenchloride; di-isopropyl azodicarboxylate; Novozym 435(R); diisobutylaluminium hydride; acetyl chloride; triphenylphosphine; In tetrahydrofuran; phosphate buffer; diethyl ether; toluene; 5.1: Mitsunobu reaction;

DOI:10.1016/j.tetasy.2004.09.022

upstream raw materials:

hydrogen ethyl malonate

dodecahydrotris([1,4]oxazino)[4,3-a:4',3'-c:4'',3''-e][1,3,5]triazine

Downstream raw materials:

2-(morpholin-3-yl)acetic acid

(5S)-N-tert-butoxycarbonyl-5-(2-hydroxyethyl)morpholine

tert-Butyl 3-(2-ethoxy-2-oxoethyl)morpholine-4-carboxylate

(3R)-4-tert-butoxycarbonyl-3-carboxymethylmorpholine

Refernces

• 1、 -. "SUBSTITUTED MORPHOLINES AS MODULATORS FOR THE CALCIUM SENSING RECEPTOR". Page/Page column 65. . Retrieved 2012/09/22.
• 2、 Fukawa, Hidemichi,Terao, Yoshiyasu,Achiwa, Kazuo,Sekiya, Minoru. "INTRODUCTION OF CARBON UNIT AT THE α-POSITION OF ALICYCLIC AMINES UTILIZING A DECARBOXYLATION REACTION WITH MALONIC ACID DERIVATIVES". . p. 231 - 232. Retrieved 2007/10/02.