3-Phenylmorpholine

Base Information

• Chemical Name: 3-Phenylmorpholine
• CAS No.: 138713-44-7
• Molecular Formula: C10H13NO
• Molecular Weight: 163.219
• Hs Code.: 2934999090
• European Community (EC) Number: 819-996-0
• DSSTox Substance ID: DTXSID90930201
• Nikkaji Number: J3.266.163G
• Mol file: 138713-44-7.mol

Synonyms:3-phenylmorpholine;138713-44-7;3-Phenyl-morpholine;MORPHOLINE, 3-PHENYL-;MFCD09608120;3-Phenyl morpholine;Morpholine,3-phenyl-;SCHEMBL1333528;RAC 3-PHENYL-MORPHOLINE;3-Phenyl-morpholine, AldrichCPR;DTXSID90930201;AMY21607;AKOS009159318;AB50984;AB62678;FS-2526;SB11134;SY069429;SY077207;BB 0260819;CS-0030635;FT-0603849;FT-0603850;FT-0704332;EN300-95591;A853995;F8880-8537;Z1097086259

Chemical Property of 3-Phenylmorpholine

Chemical Property:

• Boiling Point: 272.0±25.0 °C(Predicted)
• PKA: 8.22±0.40(Predicted)
• PSA: 21.26000
• Density: 1.034±0.06 g/cm3(Predicted)
• LogP: 1.67630
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 163.099714038
• Heavy Atom Count: 12
• Complexity: 132

Purity/Quality:

98%min ^*data from raw suppliers

3-Phenylmorpholine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCC(N1)C2=CC=CC=C2

Technology Process of 3-Phenylmorpholine

There total 14 articles about 3-Phenylmorpholine 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: 85.0%

(5R)-5-phenylmorpholin-3-one (192815-71-7) → 3-(-)-Phenyl morpholine (138713-44-7,74572-03-5) + butyric acid (107-92-6)

Guidance literature:

With [RuCl₂(N-heterocyclic carbene)(bis[2-(diphenylphosphino)ethyl]amine)]; caesium carbonate; In toluene; butan-1-ol; at 150 ℃; for 6h; under 37503.8 Torr; Schlenk technique; Autoclave;

DOI:10.1021/acs.orglett.9b03878

Reference yield: 75.0%

(5R)-5-phenylmorpholin-3-one (192815-71-7) → 3-(-)-Phenyl morpholine (138713-44-7,74572-03-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 70 ℃; for 16.5h;

DOI:10.1021/acscombsci.6b00050

Reference yield: 61.0%

C27H25NO2 → (±)-3-phenylmorpholine (138713-44-7)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 80 ℃; for 10h;

DOI:10.1039/c3cc46191b

upstream raw materials:

(3R)-4-benzyl-3-phenylmorpholine

(R)-N-benzyl-2-phenylglycinol

(R)-2-[Benzyl-(2-hydroxy-ethyl)-amino]-2-phenyl-ethanol

(5R)-5-phenylmorpholin-3-one

Downstream raw materials:

C₁₉H₂₂N₂O₂S

(R)-tert-butyl 3-phenylmorpholine-4-carboxylate

(R)-tert-butyl 3-(4-iodophenyl)morpholine-4-carboxylate

tert-butyl (3R)-3-(4-methoxycarbonylphenyl)morpholine-4-carboxylate

Refernces

• 1、 Dooley, Charles J.,Burtea, Alexander,Mitilian, Christina,Dao, Wendy T.,Qu, Bo,Salzameda, Nicholas T.,Rychnovsky, Scott D.. "Using the competing enantioselective conversion method to assign the absolute configuration of cyclic amines with BODE’s acylation reagents". . p. 10750 - 10759. Retrieved 2020/10/02.
• 2、 -. "SUBSTITUTED MORPHOLINE DERIVATIVES AS ROR GAMMA MODULATORS". Page/Page column 26-27. . Retrieved 2018/07/29.