4-(N-isopropyl-N-trimethylsilylamino)phenyl bromide

Base Information

• Chemical Name: 4-(N-isopropyl-N-trimethylsilylamino)phenyl bromide
• CAS No.: 883565-85-3
• Molecular Formula: C₁₂H₂₀BrNSi
• Molecular Weight: 286.287
• Mol file: 883565-85-3.mol

Synonyms:4-(N-isopropyl-N-trimethylsilylamino)phenyl bromide

Chemical Property of 4-(N-isopropyl-N-trimethylsilylamino)phenyl bromide

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 4-(N-isopropyl-N-trimethylsilylamino)phenyl bromide

There total 1 articles about 4-(N-isopropyl-N-trimethylsilylamino)phenyl bromide 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: 47.0%

chloro-trimethyl-silane (75-77-4) + (4-bromophenyl)isopropylamine (121086-19-9) → 4-(N-isopropyl-N-trimethylsilylamino)phenyl bromide (883565-85-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 30h;

DOI:10.1002/jlcr.958

Reference yield: 75.0%

4-(N-isopropyl-N-trimethylsilylamino)phenyl bromide (883565-85-3) + (5'R,8'S,10'R,13'S,14'S,17'S)-13'-methyl-17'-(prop-1-yn-1-yl)-1',2',7',8',12',13',14',15',16',17'-decahydro-4'H,6'H-spiro[[1,3]dioxolane-2,3'-[5,10]epoxycyclopenta[a]phenanthren]-17'-ol (84371-57-3) → 5α-17β-dihydroxy-11β-[4-(N-isopropyl-N-trimethylsilylamino)phenyl]-17α-ethynyl-3,3-(ethane-1,2-diyldioxy)-estra-9-ene (883565-86-4)

Guidance literature:

4-(N-isopropyl-N-trimethylsilylamino)phenyl bromide; With magnesium; In tetrahydrofuran; for 0.416667h; Heating;

(5'R,8'S,10'R,13'S,14'S,17'S)-13'-methyl-17'-(prop-1-yn-1-yl)-1',2',7',8',12',13',14',15',16',17'-decahydro-4'H,6'H-spiro[[1,3]dioxolane-2,3'-[5,10]epoxycyclopenta[a]phenanthren]-17'-ol; With copper(l) chloride; In tetrahydrofuran; at 6 - 7 ℃; for 0.5h;

DOI:10.1002/jlcr.958

Reference yield:

4-(N-isopropyl-N-trimethylsilylamino)phenyl bromide (883565-85-3) → 17β-hydroxy-11β-(4-([1-methylethyl]-aminophenyl))-17α-[prop-1-ynyl]estra-4,9-dien-3-one (883565-87-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium / tetrahydrofuran / 0.42 h / Heating

1.2: 75 percent / CuCl / tetrahydrofuran / 0.5 h / 6 - 7 °C

2.1: 90 percent / H₂SO₄ / H₂O; acetone / 1 h / 0 °C

With sulfuric acid; magnesium; In tetrahydrofuran; water; acetone;

DOI:10.1002/jlcr.958

upstream raw materials:

chloro-trimethyl-silane

(4-bromophenyl)isopropylamine

Downstream raw materials:

5α-17β-dihydroxy-11β-[4-(N-isopropyl-N-trimethylsilylamino)phenyl]-17α-ethynyl-3,3-(ethane-1,2-diyldioxy)-estra-9-ene

17β-hydroxy-11β-(4-([1-methylethyl]-aminophenyl))-17α-[prop-1-ynyl]estra-4,9-dien-3-one

Refernces