N-Benzyl-5-hydroxycyclohex-3-enecarboxamide

Base Information

• Chemical Name: N-Benzyl-5-hydroxycyclohex-3-enecarboxamide
• CAS No.: 61088-56-0
• Molecular Formula: C14H17NO2
• Molecular Weight: 231.294
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID00567744
• Mol file: 61088-56-0.mol

Synonyms:N-Benzyl-5-hydroxycyclohex-3-enecarboxamide;61088-56-0;N-BENZYL-5-HYDROXYCYCLOHEX-3-ENE-1-CARBOXAMIDE;SCHEMBL2081390;DTXSID00567744;KTDOESRHDXCBKT-UHFFFAOYSA-N;AKOS016012080;n-benzyl-(3-hydroxycyclohex-4-ene)carboxamide;A898207;A1-08030

Chemical Property of N-Benzyl-5-hydroxycyclohex-3-enecarboxamide

Chemical Property:

• PSA: 52.82000
• LogP: 2.47020
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 231.125928785
• Heavy Atom Count: 17
• Complexity: 282

Purity/Quality:

98%Min ^*data from raw suppliers

N-Benzyl-5-hydroxycyclohex-3-enecarboxamide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C=CC(CC1C(=O)NCC2=CC=CC=C2)O

Technology Process of N-Benzyl-5-hydroxycyclohex-3-enecarboxamide

There total 2 articles about N-Benzyl-5-hydroxycyclohex-3-enecarboxamide 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: 78.0%

6-oxabicyclo[3.2.1]oct-3-en-7-one (4720-83-6) + benzylamine (100-46-9) → N-Benzyl-(3-hydroxycyclohex-4-ene)carboxamide (61088-56-0)

Guidance literature:

In xylene; for 16h; Heating / reflux;

Reference yield:

→ N-Benzyl-(3-hydroxycyclohex-4-ene)carboxamide (61088-56-0)

Guidance literature:

aus 1, Benzylamin;

DOI:10.1021/ja00442a034

Reference yield: 88.0%

N-Benzyl-(3-hydroxycyclohex-4-ene)carboxamide (61088-56-0) → 5-(benzylaminomethyl)cyclohex-2-enol (61088-57-1)

Guidance literature:

N-Benzyl-(3-hydroxycyclohex-4-ene)carboxamide; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 16.5h; Heating / reflux;

With water; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.75h;

upstream raw materials:

6-oxabicyclo[3.2.1]oct-3-en-7-one

benzylamine

Downstream raw materials:

5-(benzylaminomethyl)cyclohex-2-enol

6-benzyl-6-azabicyclo[3.2.1]octan-3-one

(+/-)-6-Benzyl-6-azabiyclo<3.2.1>octan-3α-ol

(+/-)-6-Benzyl-6-azabiyclo<3.2.1>octan-3β-ol

Refernces

• 1、 Pitner, J. Bruce,Abraham, Philip,Joo, Young J.,Triggle, David J.,Carroll, F. Ivy. "Synthesis and Stereoselective Reduction of (+/-)-, (+)- and (-)-6-Substituted-6-azabicyclooctan-3-one". . p. 1375 - 1381. Retrieved 2007/10/02.