(R)-5-(3-Hydroxyphenyl)-3-methyl-2-oxazolidinone

Base Information

• Chemical Name: (R)-5-(3-Hydroxyphenyl)-3-methyl-2-oxazolidinone
• CAS No.: 110193-49-2
• Molecular Formula: C10H11NO3
• Molecular Weight: 193.202
• Hs Code.: 2934999090
• Mol file: 110193-49-2.mol

Synonyms:(R)-3-[5-(N-Methyl-2-oxozolidonyl)]phenol;(R)-5-(3-Hydroxyphenyl)-3-methyl-2-oxazolidinone

Chemical Property of (R)-5-(3-Hydroxyphenyl)-3-methyl-2-oxazolidinone

Chemical Property:

• Appearance/Colour: oil
• Refractive Index: 1.584
• Boiling Point: 447.638 °C at 760 mmHg
• Flash Point: 224.524 °C
• PSA: 49.77000
• Density: 1.289 g/cm³
• LogP: 1.45320
• Solubility.: Dichloromethane

Purity/Quality:

98%Min ^*data from raw suppliers

(R)-5-(3-Hydroxyphenyl)-3-methyl-2-oxazolidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (R)-5-(3-Hydroxyphenyl)-3-methyl-2-oxazolidinone (cas# 110193-49-2) is a compound useful in organic synthesis.

Technology Process of (R)-5-(3-Hydroxyphenyl)-3-methyl-2-oxazolidinone

There total 4 articles about (R)-5-(3-Hydroxyphenyl)-3-methyl-2-oxazolidinone 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%

phenylephrine hydrochloride (61-76-7,827-62-3) + Diethyl carbonate (105-58-8,76619-83-5) → (R)-5-(3-hydroxyphenyl)-3-methyl-2-oxazolidone (110193-49-2)

Guidance literature:

With potassium carbonate; for 4h; Heating;

DOI:10.1021/jm00394a026

Reference yield: 6.0%

bis(trichloromethyl) carbonate (32315-10-9) + Phenylephrin (59-42-7) → (R)-5-(3-hydroxyphenyl)-3-methyl-2-oxazolidone (110193-49-2)

Guidance literature:

With pyridine; In dichloromethane; at -78 ℃; for 0.5h;

DOI:10.1016/j.molcatb.2013.07.021

Reference yield:

(R)-2-N-tert-butoxycarbonyl-N-methylamino-1-(3-nitrophenyl)ethanol → (R)-5-(3-hydroxyphenyl)-3-methyl-2-oxazolidone (110193-49-2)

Guidance literature:

Multi-step reaction with 3 steps

1: copper acetylacetonate; sodium tetrahydroborate / isopropyl alcohol; ethanol / 17 h / 30 °C / Inert atmosphere

2: hydrogenchloride; sodium nitrite / water / 0 - 120 °C

3: pyridine / dichloromethane / 0.5 h / -78 °C

With pyridine; hydrogenchloride; copper acetylacetonate; sodium tetrahydroborate; sodium nitrite; In ethanol; dichloromethane; water; isopropyl alcohol;

DOI:10.1016/j.molcatb.2013.07.021

upstream raw materials:

phenylephrine hydrochloride

Diethyl carbonate

bis(trichloromethyl) carbonate

Phenylephrin

Downstream raw materials:

(R)-3-Methyl-5-[3-(1-methyl-1H-benzoimidazol-2-ylmethoxy)-phenyl]-oxazolidin-2-one

(R)-5-[3-(Benzothiazol-2-ylmethoxy)-phenyl]-3-methyl-oxazolidin-2-one

(R)-5-<3-(2-quinolinylmethoxy)phenyl>-3-methyl-2-oxazolidone

Refernces

• 1、 Musser, John H.,Kubrak, Dennis M.,Bender, Reinhold H. W.,Kreft, Anthony F.,Nielsen, Susan T.,et al.. "Phenylephrine Derivatives as Leukotriene D4 Antagonists". . p. 2087 - 2093. Retrieved 2007/10/02.