{4-chloro-2-[(5,5-dioxidodibenzo[b,d]thien-3-yl)ethynyl]phenoxy}acetic acid

Base Information

Chemical Name:{4-chloro-2-[(5,5-dioxidodibenzo[b,d]thien-3-yl)ethynyl]phenoxy}acetic acid
CAS No.:1240286-61-6
Molecular Formula:C₂₂H₁₃ClO₅S
Molecular Weight:424.861
Hs Code.:

Synonyms:{4-chloro-2-[(5,5-dioxidodibenzo[b,d]thien-3-yl)ethynyl]phenoxy}acetic acid

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Chemical Property of {4-chloro-2-[(5,5-dioxidodibenzo[b,d]thien-3-yl)ethynyl]phenoxy}acetic acid

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Technology Process of {4-chloro-2-[(5,5-dioxidodibenzo[b,d]thien-3-yl)ethynyl]phenoxy}acetic acid

There total 4 articles about {4-chloro-2-[(5,5-dioxidodibenzo[b,d]thien-3-yl)ethynyl]phenoxy}acetic acid 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: 65.0%

: 1240288-75-8
3-iododibenzo[b,d]thiophene 5,5-dioxide

: 1240286-83-2
tert-butyl (4-chloro-2-ethynylphenoxy)acetate

: 1240286-61-6
{4-chloro-2-[(5,5-dioxidodibenzo[b,d]thien-3-yl)ethynyl]phenoxy}acetic acid

Guidance literature:: 3-iododibenzo[b,d]thiophene 5,5-dioxide; tert-butyl (4-chloro-2-ethynylphenoxy)acetate; With piperidine; trans-bis(triphenylphosphine)palladium dichloride; at 70 ℃; for 18h;

With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20 ℃;
DOI:10.1021/jm200866y

Reference yield:

: 779328-99-3
tert-butyl (2-bromo-4-chlorophenoxy)acetate

: 1240286-61-6
{4-chloro-2-[(5,5-dioxidodibenzo[b,d]thien-3-yl)ethynyl]phenoxy}acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine / tetrahydrofuran / 0.17 h / Inert atmosphere

1.2: 24 h / 60 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C

3.1: piperidine; trans-bis(triphenylphosphine)palladium dichloride / 18 h / 70 °C

3.2: 20 °C

With piperidine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; trans-bis(triphenylphosphine)palladium dichloride; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; 1.1: Sonogashira coupling / 1.2: Sonogashira coupling / 3.1: Sonogashira coupling;
DOI:10.1021/jm200866y

Reference yield:

: 1240286-82-1
tert-butyl [4-chloro-2-(trimethylsilylethynyl)phenoxy]acetate

: 1240286-61-6
{4-chloro-2-[(5,5-dioxidodibenzo[b,d]thien-3-yl)ethynyl]phenoxy}acetic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C

2.1: piperidine; trans-bis(triphenylphosphine)palladium dichloride / 18 h / 70 °C

2.2: 20 °C

With piperidine; trans-bis(triphenylphosphine)palladium dichloride; tetrabutyl ammonium fluoride; In tetrahydrofuran; 2.1: Sonogashira coupling;
DOI:10.1021/jm200866y