(2-bromophenyl)acetic acid 2,2-dioxo-3,4-dihydro-2H-2λ⁶-benzo[e][1,2]oxathiin-7-yl ester

Base Information

• Chemical Name: (2-bromophenyl)acetic acid 2,2-dioxo-3,4-dihydro-2H-2λ⁶-benzo[e][1,2]oxathiin-7-yl ester
• CAS No.: 1447351-78-1
• Molecular Formula: C₁₆H₁₃BrO₅S
• Molecular Weight: 397.246

Synonyms:(2-bromophenyl)acetic acid 2,2-dioxo-3,4-dihydro-2H-2λ⁶-benzo[e][1,2]oxathiin-7-yl ester

Chemical Property of (2-bromophenyl)acetic acid 2,2-dioxo-3,4-dihydro-2H-2λ⁶-benzo[e][1,2]oxathiin-7-yl ester

Chemical Property:

Purity/Quality:

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Technology Process of (2-bromophenyl)acetic acid 2,2-dioxo-3,4-dihydro-2H-2λ⁶-benzo[e][1,2]oxathiin-7-yl ester

There total 6 articles about (2-bromophenyl)acetic acid 2,2-dioxo-3,4-dihydro-2H-2λ⁶-benzo[e][1,2]oxathiin-7-yl 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: 67.0%

2,2-dioxo-3,4-dihydro-2H-2λ6-benzo[e][1,2]oxathiin-7-ol (1447351-47-4) + 2-bromophenylacetyl chloride (55116-09-1) → (2-bromophenyl)acetic acid 2,2-dioxo-3,4-dihydro-2H-2λ6-benzo[e][1,2]oxathiin-7-yl ester (1447351-78-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2013.05.032

Reference yield:

4-benzoxy-salicylaldehyde (52085-14-0) → (2-bromophenyl)acetic acid 2,2-dioxo-3,4-dihydro-2H-2λ6-benzo[e][1,2]oxathiin-7-yl ester (1447351-78-1)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine / dichloromethane / 20 °C / Inert atmosphere

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0 - 20 °C / Inert atmosphere

3: triethylamine; methanesulfonyl chloride / dichloromethane / 0 - 20 °C / Inert atmosphere

4: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3878.71 Torr / Inert atmosphere

5: triethylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1016/j.bmc.2013.05.032

Reference yield:

methanesulfonic acid 5-benzyloxy-2-formylphenyl ester (1447351-35-0) → (2-bromophenyl)acetic acid 2,2-dioxo-3,4-dihydro-2H-2λ6-benzo[e][1,2]oxathiin-7-yl ester (1447351-78-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0 - 20 °C / Inert atmosphere

2: triethylamine; methanesulfonyl chloride / dichloromethane / 0 - 20 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3878.71 Torr / Inert atmosphere

4: triethylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1016/j.bmc.2013.05.032

upstream raw materials:

methanesulfonic acid 5-benzyloxy-2-formylphenyl ester

7-benzyloxy-2,2-dioxo-3,4-dihydro-2H-2λ⁶-benzo[e][1,2]oxathiin-4-ol

7-benzyloxybenzo[e][1,2]oxathiine 2,2-dioxide

2,2-dioxo-3,4-dihydro-2H-2λ⁶-benzo[e][1,2]oxathiin-7-ol

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