(E)-ethyl 8-methoxy-1-methyl-4-(tosyloxy)imino-1,2,3,4-tetrahydronaphthalene-1-carboxylate

Base Information

Chemical Name:(E)-ethyl 8-methoxy-1-methyl-4-(tosyloxy)imino-1,2,3,4-tetrahydronaphthalene-1-carboxylate
CAS No.:1584689-69-9
Molecular Formula:C₂₂H₂₅NO₆S
Molecular Weight:431.51
Hs Code.:

Synonyms:(E)-ethyl 8-methoxy-1-methyl-4-(tosyloxy)imino-1,2,3,4-tetrahydronaphthalene-1-carboxylate

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Chemical Property of (E)-ethyl 8-methoxy-1-methyl-4-(tosyloxy)imino-1,2,3,4-tetrahydronaphthalene-1-carboxylate

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Technology Process of (E)-ethyl 8-methoxy-1-methyl-4-(tosyloxy)imino-1,2,3,4-tetrahydronaphthalene-1-carboxylate

There total 2 articles about (E)-ethyl 8-methoxy-1-methyl-4-(tosyloxy)imino-1,2,3,4-tetrahydronaphthalene-1-carboxylate 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: 94.0%

: 1584689-68-8
(E)-ethyl 4-hydroxyimino-8-methoxy-1-methyl-1,2,3,4-tetrahydronaphthalene-1-carboxylate

: 98-59-9
p-toluenesulfonyl chloride

: 1584689-69-9
(E)-ethyl 8-methoxy-1-methyl-4-(tosyloxy)imino-1,2,3,4-tetrahydronaphthalene-1-carboxylate

Guidance literature:: (E)-ethyl 4-hydroxyimino-8-methoxy-1-methyl-1,2,3,4-tetrahydronaphthalene-1-carboxylate; With sodium hydride; In tetrahydrofuran; mineral oil; for 0.166667h; Inert atmosphere;

p-toluenesulfonyl chloride; In tetrahydrofuran; mineral oil; for 16h; Reflux; Inert atmosphere;
DOI:10.1021/ol5003847

Reference yield:

: 1584689-63-3
ethyl 8-methoxy-1-methyl-4-oxo-1,4-dihydronaphthalene-1-carboxylate

: 1584689-69-9
(E)-ethyl 8-methoxy-1-methyl-4-(tosyloxy)imino-1,2,3,4-tetrahydronaphthalene-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 10% Pt/activated carbon; hydrogen / ethanol / 4 h / 20 °C

2.1: hydroxylamine hydrochloride / pyridine / 4 h / 65 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / Inert atmosphere

3.2: 16 h / Reflux; Inert atmosphere

With 10% Pt/activated carbon; hydroxylamine hydrochloride; hydrogen; sodium hydride; In tetrahydrofuran; pyridine; ethanol; mineral oil;
DOI:10.1021/ol5003847