N-benzyl-N-(trimethylsilylmethyl)aminoacetonitrile

Base Information

• Chemical Name: N-benzyl-N-(trimethylsilylmethyl)aminoacetonitrile
• CAS No.: 87813-07-8
• Molecular Formula: C13H20 N2 Si
• Molecular Weight: 232.401
• Hs Code.: 2931900090
• Mol file: 87813-07-8.mol

Synonyms:Acetonitrile,[(phenylmethyl)[(trimethylsilyl)methyl]amino]- (9CI);N-Benzyl-N-(cyanomethyl)-N-(trimethylsilylmethyl)amine

Chemical Property of N-benzyl-N-(trimethylsilylmethyl)aminoacetonitrile

Chemical Property:

• PSA: 27.03000
• Density: 0.942 g/mL at 25 °C(lit.)
• LogP: 3.30788

Purity/Quality:

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-benzyl-N-(trimethylsilylmethyl)aminoacetonitrile

There total 7 articles about N-benzyl-N-(trimethylsilylmethyl)aminoacetonitrile 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: 94.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + N-(trimethylsilylmethyl)benzylamine (53215-95-5) + potassium cyanide (151-50-8) → N-benzyl-N-(cyanomethyl)-N-[(trimethylsilyl)methyl]amine (87813-07-8)

Guidance literature:

In tetrahydrofuran; water;

DOI:10.1021/jo00221a010

Reference yield: 91.0%

N-(trimethylsilylmethyl)benzylamine (53215-95-5) + cyanomethyl bromide (590-17-0) → N-benzyl-N-(cyanomethyl)-N-[(trimethylsilyl)methyl]amine (87813-07-8)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; for 12h;

DOI:10.1021/acs.joc.8b02804

Reference yield: 91.0%

iodoacetonitrile (624-75-9) + N-(trimethylsilylmethyl)benzylamine (53215-95-5) → N-benzyl-N-(cyanomethyl)-N-[(trimethylsilyl)methyl]amine (87813-07-8)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; for 20h;

DOI:10.1016/j.tet.2017.08.057

upstream raw materials:

formaldehyd

N-(trimethylsilylmethyl)benzylamine

potassium cyanide

benzyl cyanoformate

Downstream raw materials:

2-benzyl-5-phenyl-1,3,3a,6a-tetrahydropyrrolo[3,4-c]pyrrole-4,6-dione

7-benzyl-3-phenyl-3,7-diazabicyclo<3.3.0>octane-2,4-dione

dimethyl (3R,4R)-1-benzylpyrrolidine-3,4-dicarboxylate

1-benzyl-3-nitro-4-(2,4,5-trifluorophenyl)pyrrolidine

Refernces

• 1、 Lim, Suk Hyun,Oh, Jiin,Nahm, Keepyung,Noh, Sunguk,Shim, Jun Ho,Kim, Cheolhee,Kim, Eunae,Cho, Dae Won. "Photochemical Approach for the Preparation of N-Alkyl/Aryl Substituted Fulleropyrrolidines: Photoaddition Reactions of Silyl Group Containing α-Aminonitriles with Fullerene C60". . p. 1407 - 1420. Retrieved 2019/01/30.
• 2、 Padwa, Albert,Dent, William. "On the Use of N-amino Ethers as Capped Azomethine Ylide Equivalents". . p. 235 - 244. Retrieved 2007/10/02.