4-[3-Hydroxy-1-propynyl]phenyl 2-[4-[2-(1-Pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl Ketone

Base Information

• Chemical Name: 4-[3-Hydroxy-1-propynyl]phenyl 2-[4-[2-(1-Pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl Ketone
• CAS No.: 222612-99-9
• Molecular Formula: C₃₀H₂₇NO₃S
• Molecular Weight: 481.615

Synonyms:4-[3-Hydroxy-1-propynyl]phenyl 2-[4-[2-(1-Pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl Ketone

Chemical Property of 4-[3-Hydroxy-1-propynyl]phenyl 2-[4-[2-(1-Pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl Ketone

Chemical Property:

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Technology Process of 4-[3-Hydroxy-1-propynyl]phenyl 2-[4-[2-(1-Pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl Ketone

There total 7 articles about 4-[3-Hydroxy-1-propynyl]phenyl 2-[4-[2-(1-Pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl Ketone 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%

propargyl alcohol (107-19-7) + 4-iodophenyl 2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl ketone (193966-46-0) → 4-[3-Hydroxy-1-propynyl]phenyl 2-[4-[2-(1-Pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl Ketone (222612-99-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; TEA;

DOI:10.1016/S0960-894X(98)00746-X

Reference yield:

Pd(PPh3)2 Cl2 + propargyl alcohol (107-19-7) + 4-iodophenyl 2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl ketone (193966-46-0) → 4-[3-Hydroxy-1-propynyl]phenyl 2-[4-[2-(1-Pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl Ketone (222612-99-9)

Guidance literature:

With CuI; SiO₂; In methanol; chloroform;

Reference yield:

benzo[b]thiophene-2-boronic acid (98437-23-1) → 4-[3-Hydroxy-1-propynyl]phenyl 2-[4-[2-(1-Pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl Ketone (222612-99-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 38 percent / Pd(PPh₃)4, 2N aq. Na₂CO₃

2: TiCl₄

3: 100 percent / Pd(PPh₃)2Cl₂, CuI, TEA

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; TEA; titanium tetrachloride; sodium carbonate;

DOI:10.1016/S0960-894X(98)00746-X

upstream raw materials:

propargyl alcohol

4-iodophenyl 2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl ketone

1-[2-(4-bromophenoxy)ethyl]pyrrolidine

benzo[b]thiophene-2-boronic acid

Downstream raw materials:

{2-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-benzo[b]thiophen-3-yl}-[4-(3-pyrrolidin-1-yl-prop-1-ynyl)-phenyl]-methanone

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