(R)-N-(1-phenylethyl)acetamide

Base Information

• Chemical Name: (R)-N-(1-phenylethyl)acetamide
• CAS No.: 36283-44-0
• Molecular Formula: C10H13NO
• Molecular Weight: 163.219
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID40352838
• Nikkaji Number: J52.561H
• Wikidata: Q72501781
• Mol file: 36283-44-0.mol

Synonyms:36283-44-0;(R)-N-(1-phenylethyl)acetamide;(R)-(+)-N-Acetyl-1-methylbenzylamine;N-[(1R)-1-phenylethyl]acetamide;N-[(R)-1-Phenylethyl]acetamide;(R)-N-Acetyl-1-phenylethylamine;SCHEMBL1754100;DTXSID40352838;CHEBI:141111;CS-M0683;AKOS013019013;(R,S)-N-(1-Phenyl-ethyl)-acetamide;AS-62914;A823192

Chemical Property of (R)-N-(1-phenylethyl)acetamide

Chemical Property:

• Appearance/Colour: Beige crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 102-103 °C
• Refractive Index: 1.513
• Boiling Point: 327.932 °C at 760 mmHg
• Flash Point: 192.212 °C
• PSA: 29.10000
• Density: 1.008 g/cm³
• LogP: 2.27460
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, DMSO
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 163.099714038
• Heavy Atom Count: 12
• Complexity: 150

Purity/Quality:

99% ^*data from raw suppliers

N-[(R)-1-Phenylethyl]acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)NC(=O)C
• Isomeric SMILES: C[C@H](C1=CC=CC=C1)NC(=O)C
• Uses: N-[(R)-1-Phenylethyl]acetamide (cas# 36283-44-0) is a compound useful in organic synthesis.

Technology Process of (R)-N-(1-phenylethyl)acetamide

There total 108 articles about (R)-N-(1-phenylethyl)acetamide 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: 9.4%

C10H14N2O5S2F6 + rac-methylbenzylamine (618-36-0) → trans-1,2-diaminocyclohexane bistriflamide (153077-87-3) + (R)-1-phenyl-ethyl-amine (3886-69-9) + N-acetyl-1-phenylethylamine (36283-44-0,6284-14-6) + (S)-N-acetyl-1-phenylethylamine (19144-86-6,6284-14-6)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; at -20 ℃; for 48h;

DOI:10.1002/chem.200600026

Reference yield:

acetic acid methyl ester (79-20-9) + rac-methylbenzylamine (618-36-0) → ethylbenzene (100-41-4,27536-89-6) + N-acetyl-1-phenylethylamine (36283-44-0,6284-14-6)

Guidance literature:

With hydrogen; Candida antarctica lipase B; Lindlar's catalyst; In toluene; at 70 ℃; for 24h; under 75.0075 Torr;

DOI:10.1002/chem.200600899

Reference yield:

ethyl acetate (141-78-6) + rac-methylbenzylamine (618-36-0) → ethylbenzene (100-41-4,27536-89-6) + N-acetyl-1-phenylethylamine (36283-44-0,6284-14-6)

Guidance literature:

With hydrogen; Candida antarctica lipase B; Pd-BaSO₄; In toluene; for 72h; under 150.015 Torr;

DOI:10.1002/chem.200600899

upstream raw materials:

(R)-1-phenyl-ethyl-amine

acetic anhydride

(+)-N,N'-bis<(R)-1-phenylethyl>-2,3-butanediimine

acetyl chloride

Downstream raw materials:

(R)-N-acetyl-1-(4-nitrophenyl)ethylamine

(R)-N-(1-(4-acetylphenyl)ethyl)acetamide

(R)-N-(1-phenylethyl)heptanamide

Acetanilid

Refernces

• 1、 Parvulescu, Andrei,De Vos, Dirk,Jacobs, Pierre. "Efficient dynamic kinetic resolution of secondary amines with Pd on alkaline earth salts and a lipase". . p. 5307 - 5309. Retrieved 2005.
• 2、 Gridnev,Higashi,Imamoto. "On the origin of opposite stereoselection in the asymmetric hydrogenation of phenyl- and tert-butyl-substituted enamides [19]". . p. 10486 - 10487. Retrieved 2000.
• 3、 Gridnev, Ilya D.,Imamoto, Tsuneo. "Challenging the major/minor concept in Rh-catalyzed asymmetric hydrogenation". . p. 2911 - 2915. Retrieved 2015.
• 4、 Arnold, Frances H.,Athavale, Soumitra V.,Gao, Shilong,Hirschi, Jennifer S.,Liu, Zhen,Mallojjala, Sharath Chandra. "Biocatalytic, Intermolecular C?H Bond Functionalization for the Synthesis of Enantioenriched Amides". supporting information. p. 24864 - 24869. Retrieved 2021/10/15.
• 5、 Luo, Yier,Ouyang, Guanghui,Tang, Yuping,He, Yan-Mei,Fan, Qing-Hua. "Diaza-Crown Ether-Bridged Chiral Diphosphoramidite Ligands: Synthesis and Applications in Asymmetric Catalysis". . p. 8176 - 8184. Retrieved 2020/07/15.