tert-butyl 3-(5-chloro-2-hydroxy-3-methylphenyl)-3-(hydroxyamino)propanoate

Base Information

Chemical Name:tert-butyl 3-(5-chloro-2-hydroxy-3-methylphenyl)-3-(hydroxyamino)propanoate
CAS No.:726191-06-6
Molecular Formula:C₁₄H₂₀ClNO₄
Molecular Weight:301.77
Hs Code.:

Synonyms:tert-butyl 3-(5-chloro-2-hydroxy-3-methylphenyl)-3-(hydroxyamino)propanoate

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Chemical Property of tert-butyl 3-(5-chloro-2-hydroxy-3-methylphenyl)-3-(hydroxyamino)propanoate

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Technology Process of tert-butyl 3-(5-chloro-2-hydroxy-3-methylphenyl)-3-(hydroxyamino)propanoate

There total 3 articles about tert-butyl 3-(5-chloro-2-hydroxy-3-methylphenyl)-3-(hydroxyamino)propanoate 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: 96.0%

: 726191-05-5
tert-butyl (2E)-3-(5-chloro-2-hydroxy-3-methylphenyl)prop-2-enoate

: 726191-06-6
tert-butyl 3-(5-chloro-2-hydroxy-3-methylphenyl)-3-(hydroxyamino)propanoate

Guidance literature:: With hydroxylamine; tetrabutylammonium sulfate; In 1,4-dioxane; at 20 ℃; for 48h;
DOI:10.1016/j.bmc.2007.03.034

Reference yield:

: 1570-64-5
2-methyl-4-chlorophenol

: 726191-06-6
tert-butyl 3-(5-chloro-2-hydroxy-3-methylphenyl)-3-(hydroxyamino)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 60 percent / ethylmagnesium bromide; N,N,N',N'-tetramethyl-ethylenediamine; HMPA / tetrahydrofuran; toluene / 4 h / Heating

2: 88 percent / DBU / tetrahydrofuran / 48 h / 20 °C

3: 96 percent / hydroxylamine; tetrabutylammonium sulfate / dioxane / 48 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; N,N,N,N,-tetramethylethylenediamine; ethylmagnesium bromide; hydroxylamine; 1,8-diazabicyclo[5.4.0]undec-7-ene; tetrabutylammonium sulfate; In tetrahydrofuran; 1,4-dioxane; toluene; 2: Wittig reaction / 3: Michael addition;
DOI:10.1016/j.bmc.2007.03.034

Reference yield:

: 23602-63-3
2-hydroxy-3-methyl-5-chlorobenzaldehyde

: 726191-06-6
tert-butyl 3-(5-chloro-2-hydroxy-3-methylphenyl)-3-(hydroxyamino)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / DBU / tetrahydrofuran / 48 h / 20 °C

2: 96 percent / hydroxylamine; tetrabutylammonium sulfate / dioxane / 48 h / 20 °C

With hydroxylamine; 1,8-diazabicyclo[5.4.0]undec-7-ene; tetrabutylammonium sulfate; In tetrahydrofuran; 1,4-dioxane; 1: Wittig reaction / 2: Michael addition;
DOI:10.1016/j.bmc.2007.03.034