1-{2-[4-(2-bromo-6-methoxy-1,1-dioxo-1H-1λ6-benzo[b]thiophen-3-yloxy)-phenoxy]-ethyl}-piperidine

Base Information

• Chemical Name: 1-{2-[4-(2-bromo-6-methoxy-1,1-dioxo-1H-1λ6-benzo[b]thiophen-3-yloxy)-phenoxy]-ethyl}-piperidine
• CAS No.: 862082-00-6
• Molecular Formula: C₂₂H₂₄BrNO₅S
• Molecular Weight: 494.406

Synonyms:1-{2-[4-(2-bromo-6-methoxy-1,1-dioxo-1H-1λ6-benzo[b]thiophen-3-yloxy)-phenoxy]-ethyl}-piperidine

Chemical Property of 1-{2-[4-(2-bromo-6-methoxy-1,1-dioxo-1H-1λ6-benzo[b]thiophen-3-yloxy)-phenoxy]-ethyl}-piperidine

Chemical Property:

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Technology Process of 1-{2-[4-(2-bromo-6-methoxy-1,1-dioxo-1H-1λ6-benzo[b]thiophen-3-yloxy)-phenoxy]-ethyl}-piperidine

There total 3 articles about 1-{2-[4-(2-bromo-6-methoxy-1,1-dioxo-1H-1λ6-benzo[b]thiophen-3-yloxy)-phenoxy]-ethyl}-piperidine 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: 86.0%

2,3-dibromo-6-methoxybenzo[b]thiophene 1,1-dioxide (862081-99-0) + 4-(2-piperidin-1-yl-ethoxy)-phenol (100238-42-4) → 1-{2-[4-(2-bromo-6-methoxy-1,1-dioxo-1H-1λ6-benzo[b]thiophen-3-yloxy)-phenoxy]-ethyl}-piperidine (862082-00-6)

Guidance literature:

With caesium carbonate; In tetrahydrofuran; at 23 ℃; for 5h;

DOI:10.1016/j.tetlet.2007.01.141

Reference yield:

6-methoxy-benzo[b]thiophene (90560-10-4) → 1-{2-[4-(2-bromo-6-methoxy-1,1-dioxo-1H-1λ6-benzo[b]thiophen-3-yloxy)-phenoxy]-ethyl}-piperidine (862082-00-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / m-CPBA / CH₂Cl₂ / 3 h / 40 °C

2: 85 percent / Br₂; Et₃N / CH₂Cl₂ / 0.33 h / 23 °C

3: 86 percent / Cs₂CO₃ / tetrahydrofuran / 5 h / 23 °C

With bromine; caesium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tetlet.2007.01.141

Reference yield:

6-methoxybenzothiophene-1,1-dioxide (98733-09-6) → 1-{2-[4-(2-bromo-6-methoxy-1,1-dioxo-1H-1λ6-benzo[b]thiophen-3-yloxy)-phenoxy]-ethyl}-piperidine (862082-00-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / Br₂; Et₃N / CH₂Cl₂ / 0.33 h / 23 °C

2: 86 percent / Cs₂CO₃ / tetrahydrofuran / 5 h / 23 °C

With bromine; caesium carbonate; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tetlet.2007.01.141

upstream raw materials:

2,3-dibromo-6-methoxybenzo[b]thiophene 1,1-dioxide

4-(2-piperidin-1-yl-ethoxy)-phenol

6-methoxy-benzo[b]thiophene

6-methoxybenzothiophene-1,1-dioxide

Downstream raw materials:

6-methoxy-3-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-2-bromobenzo[b]thiophene

1-{2-[4-(6-methoxy-benzo[b]thiophen-3-yloxy)-phenoxy]-ethyl}-piperidine

1-{2-[4-(6-methoxy-1,1-dioxo-1H-1λ6-benzo[b]thiophen-3-yloxy)-phenoxy]-ethyl}-piperidine

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