2-(2,3-dihydro-1,4-benzodioxin-6-yl)ethyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: 2-(2,3-dihydro-1,4-benzodioxin-6-yl)ethyl 4-methylbenzenesulfonate
• CAS No.: 881656-28-6
• Molecular Formula: C₁₇H₁₈O₅S
• Molecular Weight: 334.393
• Mol file: 881656-28-6.mol

Synonyms:2-(2,3-dihydro-1,4-benzodioxin-6-yl)ethyl 4-methylbenzenesulfonate

Chemical Property of 2-(2,3-dihydro-1,4-benzodioxin-6-yl)ethyl 4-methylbenzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2,3-dihydro-1,4-benzodioxin-6-yl)ethyl 4-methylbenzenesulfonate

There total 2 articles about 2-(2,3-dihydro-1,4-benzodioxin-6-yl)ethyl 4-methylbenzenesulfonate 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: 100.0%

1′-(dihydro-3,4-benzodioxinyl)ethan-2′-ol (127264-09-9) + p-toluenesulfonyl chloride (98-59-9) → 2-(2,3-dihydro-1,4-benzodioxin-6-yl)ethyl 4-methylbenzenesulfonate (881656-28-6)

Guidance literature:

With trimethylamine hydrochloride; triethylamine; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.bmc.2016.10.034

Reference yield:

2,3-dihydro-1,4-benzodioxin-6-ylacetic acid (17253-11-1) → 2-(2,3-dihydro-1,4-benzodioxin-6-yl)ethyl 4-methylbenzenesulfonate (881656-28-6)

Guidance literature:

Multi-step reaction with 2 steps

1: borane-THF / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

2: triethylamine; trimethylamine hydrochloride / 1 h / 0 °C / Inert atmosphere

With borane-THF; trimethylamine hydrochloride; triethylamine; In tetrahydrofuran;

DOI:10.1016/j.bmc.2016.10.034

Reference yield: 93.0%

2-(2,3-dihydro-1,4-benzodioxin-6-yl)ethyl 4-methylbenzenesulfonate (881656-28-6) + 4-[4-bromo-3-(2-methoxyethoxy)benzyl]piperidine hydrochloride (1176327-20-0) → 4-[4-bromo-3-(2-methoxyethoxy)benzyl]-1-[2-(2,3-dihydro-1,4-benzodioxin-6-yl)ethyl]piperidine

Guidance literature:

With potassium carbonate; In acetonitrile; for 5h; Inert atmosphere; Reflux;

DOI:10.1016/j.bmc.2018.02.008

upstream raw materials:

1′-(dihydro-3,4-benzodioxinyl)ethan-2′-ol

p-toluenesulfonyl chloride

2,3-dihydro-1,4-benzodioxin-6-ylacetic acid

Downstream raw materials:

4-[2-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-ethyl]-piperazine-1-carboxylic acid benzyl ester

4-(2-bromo-5-methoxybenzyl)-1-[2-(7-chloro-2,3-dihydro-1,4-benzodioxin-6-yl)ethyl]-piperidine

4-[2-bromo-5-(propan-2-yloxy)benzyl]-1-[2-(7-chloro-2,3-dihydro-1,4-benzodioxin-6-yl)ethyl]piperidine