N-(2-hydroxy-2-tricyclo[3.3.1.1.(3,7)]decylmethyl)benzamide

Base Information

• Chemical Name: N-(2-hydroxy-2-tricyclo[3.3.1.1.(3,7)]decylmethyl)benzamide
• CAS No.: 1059192-32-3
• Molecular Formula: C₁₈H₂₃NO₂
• Molecular Weight: 285.386
• Mol file: 1059192-32-3.mol

Synonyms:N-(2-hydroxy-2-tricyclo[3.3.1.1.(3,7)]decylmethyl)benzamide

Chemical Property of N-(2-hydroxy-2-tricyclo[3.3.1.1.(3,7)]decylmethyl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-hydroxy-2-tricyclo[3.3.1.1.(3,7)]decylmethyl)benzamide

There total 4 articles about N-(2-hydroxy-2-tricyclo[3.3.1.1.(3,7)]decylmethyl)benzamide 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: 80.0%

(1r,3r,5r,7r)‐2‐(aminomethyl)adamantan‐2‐ol (28529-71-7) + benzoyl chloride (98-88-4) → N-(2-hydroxy-2-tricyclo[3.3.1.1.(3,7)]decylmethyl)benzamide (1059192-32-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃;

DOI:10.3987/COM-08-11377

Reference yield: 18.0%

2-phenylspiro[oxazol-5(4H),2'-tricyclo[3.3.1.1.(3,7)]decane] (1059192-36-7) → N-(2-hydroxy-2-tricyclo[3.3.1.1.(3,7)]decylmethyl)benzamide (1059192-32-3)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; at 65 ℃; for 24h;

DOI:10.1021/ja305833a

Reference yield:

2,2,2-trifluoroethyl benzimidate hydrochloride → N-(2-hydroxy-2-tricyclo[3.3.1.1.(3,7)]decylmethyl)benzamide (1059192-32-3)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanol / 21 h / 40 °C

2: [2,2]bipyridinyl; copper(I) bromide dimethylsulfide complex; oxygen / α,α,α-trifluorotoluene; dimethyl sulfoxide / 6 h / 80 °C / 760.05 Torr

3: hydrogenchloride; water / tetrahydrofuran / 24 h / 65 °C

With hydrogenchloride; [2,2]bipyridinyl; copper(I) bromide dimethylsulfide complex; water; oxygen; In tetrahydrofuran; ethanol; α,α,α-trifluorotoluene; dimethyl sulfoxide;

DOI:10.1021/ja305833a

upstream raw materials:

(1r,3r,5r,7r)‐2‐(aminomethyl)adamantan‐2‐ol

benzoyl chloride

2-phenylspiro[oxazol-5(4H),2'-tricyclo[3.3.1.1.(3,7)]decane]

C-adamantan-2-yl-methylamine

Downstream raw materials:

2-phenylspiro[oxazol-5(4H),2'-tricyclo[3.3.1.1.(3,7)]decane]