N-(4-chloro-3-trifluoromethylbenzyloxy)acetimidic acid ethyl ester

Base Information

• Chemical Name: N-(4-chloro-3-trifluoromethylbenzyloxy)acetimidic acid ethyl ester
• CAS No.: 1418144-64-5
• Molecular Formula: C₁₂H₁₃ClF₃NO₂
• Molecular Weight: 295.689
• Mol file: 1418144-64-5.mol

Synonyms:N-(4-chloro-3-trifluoromethylbenzyloxy)acetimidic acid ethyl ester

Chemical Property of N-(4-chloro-3-trifluoromethylbenzyloxy)acetimidic acid ethyl ester

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of N-(4-chloro-3-trifluoromethylbenzyloxy)acetimidic acid ethyl ester

There total 1 articles about N-(4-chloro-3-trifluoromethylbenzyloxy)acetimidic acid ethyl ester 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%

4-(bromomethyl)-1-chloro-2-(trifluoromethyl)benzene (261763-23-9) + ethyl acetohydroximate (10576-12-2) → N-(4-chloro-3-trifluoromethylbenzyloxy)acetimidic acid ethyl ester (1418144-64-5)

Guidance literature:

ethyl acetohydroximate; With potassium tert-butylate; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

4-(bromomethyl)-1-chloro-2-(trifluoromethyl)benzene; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

DOI:10.1021/ml300396r

Reference yield:

N-(4-chloro-3-trifluoromethylbenzyloxy)acetimidic acid ethyl ester (1418144-64-5) → Siponimod (1230487-00-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: zinc(II) chloride; 1-methyl-pyrrolidin-2-one / diethyl ether / 0.58 h / 20 - 80 °C / Inert atmosphere

1.2: 1 h / 140 °C / Inert atmosphere

2.1: hydrogenchloride / methanol; diethyl ether / 0.5 h / 20 °C

2.2: 16 h / 20 °C / pH 4 - 6

3.1: manganese(IV) oxide / 1,4-dioxane / 0.5 h / Reflux

3.2: 0.33 h / 20 °C

3.3: 1 h / 20 °C

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; manganese(IV) oxide; zinc(II) chloride; In 1,4-dioxane; methanol; diethyl ether;

DOI:10.1021/ml300396r

Reference yield:

N-(4-chloro-3-trifluoromethylbenzyloxy)acetimidic acid ethyl ester (1418144-64-5) → (E)-1-(3-ethyl-4-(hydroxymethyl)phenyl)ethan-1-one-O-(4-cyclohexyl-3-(trifluoromethyl)benzyl)-oxime (1418144-66-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: zinc(II) chloride; 1-methyl-pyrrolidin-2-one / diethyl ether / 0.58 h / 20 - 80 °C / Inert atmosphere

1.2: 1 h / 140 °C / Inert atmosphere

2.1: hydrogenchloride / methanol; diethyl ether / 0.5 h / 20 °C

2.2: 16 h / 20 °C / pH 4 - 6

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; zinc(II) chloride; In methanol; diethyl ether;

DOI:10.1021/ml300396r

upstream raw materials:

4-(bromomethyl)-1-chloro-2-(trifluoromethyl)benzene

ethyl acetohydroximate

Downstream raw materials:

Siponimod

(E)-1-(3-ethyl-4-(hydroxymethyl)phenyl)ethan-1-one-O-(4-cyclohexyl-3-(trifluoromethyl)benzyl)-oxime