2-(9H-fluoren-9-ylamino)-2-phenylacetonitrile

Base Information

• Chemical Name: 2-(9H-fluoren-9-ylamino)-2-phenylacetonitrile
• CAS No.: 283157-03-9
• Molecular Formula: C₂₁H₁₆N₂
• Molecular Weight: 296.371
• Mol file: 283157-03-9.mol

Synonyms:2-(9H-fluoren-9-ylamino)-2-phenylacetonitrile

Chemical Property of 2-(9H-fluoren-9-ylamino)-2-phenylacetonitrile

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 2-(9H-fluoren-9-ylamino)-2-phenylacetonitrile

There total 4 articles about 2-(9H-fluoren-9-ylamino)-2-phenylacetonitrile 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:

trimethylsilyl cyanide (7677-24-9) + benzaldehyde 9-fluorenyl imine (81532-35-6) → 2-(9H-fluoren-9-ylamino)-2-phenylacetonitrile + 2-(9H-fluoren-9-ylamino)-2-phenylacetonitrile (283157-03-9)

Guidance literature:

With tert-butyl alcohol; JandaJel^TM-supported Al-containing bifunctional catalyst; In dichloromethane; at -50 ℃; for 60h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(00)01923-7

Reference yield:

trimethylsilyl cyanide (7677-24-9) + N-benzylidene-9H-fluoren-9-amine (81532-35-6) → 2-(9H-fluoren-9-ylamino)-2-phenylacetonitrile + 2-(9H-fluoren-9-ylamino)-2-phenylacetonitrile (283157-03-9)

Guidance literature:

With lanthanum(III) phenoxide; acetic acid; (Ra)-1,1'-binaphthyl-2,2'-disulfonic acid; In propiononitrile; at -20 ℃; for 24h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol900680f

Reference yield:

9-aminofluorene (525-03-1) → 2-(9H-fluoren-9-ylamino)-2-phenylacetonitrile (283157-03-9)

Guidance literature:

Multi-step reaction with 2 steps

1: molecular sieves 4A / toluene / 1 h / 20 °C

2: (R)-1,1'-binaphthyl-3,3'-bis(Ph₂P=O)-2,2'-diyl-AlCl; PhOH / CH₂Cl₂ / 44 h / -40 °C

With (R)-1,1'-binaphthyl-3,3'-bis(Ph₂P=O)-2,2'-diyl-AlCl; 4 A molecular sieve; phenol; In dichloromethane; toluene; 2: asymmetric Strecker-type reaction;

DOI:10.1248/cpb.48.1586

upstream raw materials:

trimethylsilyl cyanide

benzaldehyde 9-fluorenyl imine

9-aminofluorene

benzaldehyde

Downstream raw materials:

2-(9-fluoroenylamino)-2-phenylacetamide

(R)-phenylglycine amide