(E)-4-(2-(hydroxyimino)ethyl)benzonitrile

Base Information

• Chemical Name: (E)-4-(2-(hydroxyimino)ethyl)benzonitrile
• CAS No.: 1438253-40-7
• Molecular Formula: C₉H₈N₂O
• Molecular Weight: 160.175
• Mol file: 1438253-40-7.mol

Synonyms:(E)-4-(2-(hydroxyimino)ethyl)benzonitrile

Chemical Property of (E)-4-(2-(hydroxyimino)ethyl)benzonitrile

Chemical Property:

Purity/Quality:

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Technology Process of (E)-4-(2-(hydroxyimino)ethyl)benzonitrile

There total 3 articles about (E)-4-(2-(hydroxyimino)ethyl)benzonitrile 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:

4-(2-nitroethyl)benzonitrile (126158-10-9) → (Z)-4-(2-(hydroxyimino)ethyl)benzonitrile (1438253-54-3) + (E)-4-(2-(hydroxyimino)ethyl)benzonitrile (1438253-40-7)

Guidance literature:

With magnesium(II) perchlorate; tris(2,2'-bipyridyl)ruthenium(II)chloride hexahydrate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 12h; Overall yield = 67%; Inert atmosphere; Irradiation;

DOI:10.1021/ol4009443

Reference yield:

4-cyanobenzaldehyde (105-07-7) → (Z)-4-(2-(hydroxyimino)ethyl)benzonitrile (1438253-54-3) + (E)-4-(2-(hydroxyimino)ethyl)benzonitrile (1438253-40-7)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonium acetate; acetic acid / 4 h / Inert atmosphere; Reflux

2: sodium tetrahydroborate / 1,4-dioxane; ethanol / 1.33 h / 0 °C / Inert atmosphere

3: tris(2,2'-bipyridyl)ruthenium(II)chloride hexahydrate; N-ethyl-N,N-diisopropylamine; magnesium(II) perchlorate / acetonitrile / 12 h / 20 °C / Inert atmosphere; Irradiation

With sodium tetrahydroborate; magnesium(II) perchlorate; tris(2,2'-bipyridyl)ruthenium(II)chloride hexahydrate; ammonium acetate; acetic acid; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; ethanol; acetonitrile;

DOI:10.1021/ol4009443

Reference yield:

4-cyano-(2-nitroethenyl)benzene (3156-42-1) → (Z)-4-(2-(hydroxyimino)ethyl)benzonitrile (1438253-54-3) + (E)-4-(2-(hydroxyimino)ethyl)benzonitrile (1438253-40-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / 1,4-dioxane; ethanol / 1.33 h / 0 °C / Inert atmosphere

2: tris(2,2'-bipyridyl)ruthenium(II)chloride hexahydrate; N-ethyl-N,N-diisopropylamine; magnesium(II) perchlorate / acetonitrile / 12 h / 20 °C / Inert atmosphere; Irradiation

With sodium tetrahydroborate; magnesium(II) perchlorate; tris(2,2'-bipyridyl)ruthenium(II)chloride hexahydrate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; ethanol; acetonitrile;

DOI:10.1021/ol4009443

upstream raw materials:

4-(2-nitroethyl)benzonitrile

4-cyanobenzaldehyde

4-cyano-(2-nitroethenyl)benzene

Refernces