4-{2-chloro-4-[5-(2-hydroxyethyl)-1,2-oxazol-3-yl]phenoxy}-3-hydroxybenzonitrile

Base Information

Chemical Name:4-{2-chloro-4-[5-(2-hydroxyethyl)-1,2-oxazol-3-yl]phenoxy}-3-hydroxybenzonitrile
CAS No.:1438425-46-7
Molecular Formula:C₁₈H₁₃ClN₂O₄
Molecular Weight:356.765
Hs Code.:

Synonyms:4-{2-chloro-4-[5-(2-hydroxyethyl)-1,2-oxazol-3-yl]phenoxy}-3-hydroxybenzonitrile

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Chemical Property of 4-{2-chloro-4-[5-(2-hydroxyethyl)-1,2-oxazol-3-yl]phenoxy}-3-hydroxybenzonitrile

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Technology Process of 4-{2-chloro-4-[5-(2-hydroxyethyl)-1,2-oxazol-3-yl]phenoxy}-3-hydroxybenzonitrile

There total 6 articles about 4-{2-chloro-4-[5-(2-hydroxyethyl)-1,2-oxazol-3-yl]phenoxy}-3-hydroxybenzonitrile 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: 61.0%

: 1438425-43-4
4-{2-chloro-4-[5-(2-tert-butyl(diphenyl)silyloxyethyl)-1,2-oxazol-3-yl]phenoxy}-3-methoxybenzonitrile

: 1438425-46-7
4-{2-chloro-4-[5-(2-hydroxyethyl)-1,2-oxazol-3-yl]phenoxy}-3-hydroxybenzonitrile

Guidance literature:: With boron tribromide; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.bmcl.2013.04.035

Reference yield:

: 1438425-40-1
4-(2-chloro-4-formylphenoxy)-3-methoxybenzonitrile

: 1438425-46-7
4-{2-chloro-4-[5-(2-hydroxyethyl)-1,2-oxazol-3-yl]phenoxy}-3-hydroxybenzonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: hydroxylamine hydrochloride; sodium hydroxide / water; ethanol / 1.5 h / 20 °C / Cooling

2: N-chloro-succinimide / N,N-dimethyl-formamide / 1.5 h / 20 °C / Inert atmosphere

3: sodium L-ascorbate; copper(ll) sulfate pentahydrate; potassium hydrogencarbonate / water; tert-butyl alcohol / 1 h / 20 °C

4: boron tribromide / dichloromethane / -78 - 20 °C / Inert atmosphere

With N-chloro-succinimide; copper(ll) sulfate pentahydrate; hydroxylamine hydrochloride; boron tribromide; potassium hydrogencarbonate; sodium L-ascorbate; sodium hydroxide; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2013.04.035

Reference yield:

: 1438425-41-2
4-{2-chloro-4-[(E)-(hydroxyimino)methyl]phenoxy}-3-methoxybenzonitrile

: 1438425-46-7
4-{2-chloro-4-[5-(2-hydroxyethyl)-1,2-oxazol-3-yl]phenoxy}-3-hydroxybenzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: N-chloro-succinimide / N,N-dimethyl-formamide / 1.5 h / 20 °C / Inert atmosphere

2: sodium L-ascorbate; copper(ll) sulfate pentahydrate; potassium hydrogencarbonate / water; tert-butyl alcohol / 1 h / 20 °C

3: boron tribromide / dichloromethane / -78 - 20 °C / Inert atmosphere

With N-chloro-succinimide; copper(ll) sulfate pentahydrate; boron tribromide; potassium hydrogencarbonate; sodium L-ascorbate; In dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2013.04.035