N-Benzyl-2-hydroxycyclohexan-1-aminium

Base Information

• Chemical Name: N-Benzyl-2-hydroxycyclohexan-1-aminium
• CAS No.: 40571-86-6
• Molecular Formula: C₁₃H₁₉NO
• Molecular Weight: 205.3
• Hs Code.: 2921490090
• DSSTox Substance ID: DTXSID60960974
• Nikkaji Number: J2.662.862H
• Wikidata: Q72440583
• Mol file: 40571-86-6.mol

Synonyms:DTXSID60960974;AKOS015915253;N-Benzyl-2-hydroxycyclohexan-1-aminium;[(1R)-2alpha-Hydroxycyclohexane-1beta-yl]benzylaminium

Chemical Property of N-Benzyl-2-hydroxycyclohexan-1-aminium

Chemical Property:

• Vapor Pressure: 3.63E-05mmHg at 25°C
• Melting Point: 69-72 ºC
• Refractive Index: 1.559
• Boiling Point: 339.2°C at 760 mmHg
• PKA: 14.83±0.40(Predicted)
• Flash Point: 118.8°C
• PSA: 32.26000
• Density: 1.06g/cm³
• LogP: 2.47060
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 206.154489261
• Heavy Atom Count: 15
• Complexity: 177

Purity/Quality:

98% ^*data from raw suppliers

trans-2-(Benzylamino)cyclohexanol ^*data from reagent suppliers

Safty Information:

• Statements: 11-36/37/38
• Safety Statements: 24/25

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(C(C1)[NH2+]CC2=CC=CC=C2)O
• Isomeric SMILES: C1CC[C@H]([C@@H](C1)[NH2+]CC2=CC=CC=C2)O
• Uses: suzuki reaction

Technology Process of N-Benzyl-2-hydroxycyclohexan-1-aminium

There total 15 articles about N-Benzyl-2-hydroxycyclohexan-1-aminium 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: 100.0%

cyclohexane-1,2-epoxide (286-20-4) + benzylamine (100-46-9) → rac-(1R,2R)-2-(benzylamino)cyclohexanol (40571-86-6,40571-87-7,51925-39-4,131164-07-3,141553-09-5)

Guidance literature:

bismuth(lll) trifluoromethanesulfonate; at 160 ℃; for 0.25h; microwave irradiation;

DOI:10.1016/j.tetlet.2007.12.100

Reference yield: 88.0%

cyclohexane-1,2-epoxide (286-20-4) + benzylamine (100-46-9) → (+/-)-trans-2-(benzylamino)cyclohexanol (40571-86-6,40571-87-7,51925-39-4,131164-07-3,141553-09-5)

Guidance literature:

In water; for 5h; Reflux; Large scale;

Reference yield: 86.0%

cyclohexene oxide (286-20-4) + C19H35NPb (125582-79-8) → rac-(1R,2R)-2-(benzylamino)cyclohexanol (40571-86-6,40571-87-7,51925-39-4,131164-07-3,141553-09-5)

Guidance literature:

In diethyl ether; for 14h; Heating;

DOI:10.1016/S0040-4039(01)80704-8

upstream raw materials:

(+/-)-N-benzyl-N-(trans-2-hydroxy-cyclohexyl)-benzamide

cis-2-amino-cyclohexanol-⁽¹⁾

benzaldehyde

trans-2-chlorocyclohexanol

Downstream raw materials:

cis-1R, 2S-2-N-benzylaminocyclohexyl-1-methanol

(1S,2R)-cis-2-(N-benzyl)amino-1-cyclohexanol

(1S,2S)-trans-2-(N-benzyl)amino-1-cyclohexanol

(1S,2S)-2-tert-Butoxycarbonylamino-1-cyclohexanol

Refernces

• 1、 Asano, Tatsuhiro,Kurata, Hiroyuki,Takeuchi, Yuki,Tsuzaki, Kazuya,Wada, Koichi. "Asymmetric amination of meso-epoxide with vegetable powder as a low-toxicity catalyst". . . Retrieved 2020/08/11.
• 2、 Martínez-Montero, Lía,Díaz-Rodríguez, Alba,Gotor, Vicente,Gotor-Fernández, Vicente,Lavandera, Iván. "Broadening the chemical scope of laccases: Selective deprotection of N-benzyl groups". supporting information. p. 2794 - 2798. Retrieved 2015/05/27.