4-hydroxy-4-(p-ethynylphenylethynyl)-2,2,6,6-tetramethylpiperidin-1-oxyl

Base Information

• Chemical Name: 4-hydroxy-4-(p-ethynylphenylethynyl)-2,2,6,6-tetramethylpiperidin-1-oxyl
• CAS No.: 73645-89-3
• Molecular Formula: C₁₉H₂₂NO₂
• Molecular Weight: 296.389

Synonyms:4-hydroxy-4-(p-ethynylphenylethynyl)-2,2,6,6-tetramethylpiperidin-1-oxyl

Chemical Property of 4-hydroxy-4-(p-ethynylphenylethynyl)-2,2,6,6-tetramethylpiperidin-1-oxyl

Chemical Property:

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Technology Process of 4-hydroxy-4-(p-ethynylphenylethynyl)-2,2,6,6-tetramethylpiperidin-1-oxyl

There total 4 articles about 4-hydroxy-4-(p-ethynylphenylethynyl)-2,2,6,6-tetramethylpiperidin-1-oxyl 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: 74.6%

4-hydroxy-4-(p-ethynylphenylethynyl)-2,2,6,6-tetramethylpiperidine (73706-54-4) → 4-hydroxy-4-(p-ethynylphenylethynyl)-2,2,6,6-tetramethylpiperidin-1-oxyl (73645-89-3)

Guidance literature:

With Na₂WO₅*2H₂O; dihydrogen peroxide; In methanol; at 20 ℃; for 192h;

DOI:10.1007/BF00951890

Reference yield: 25.0%

4-oxo-2,2,6,6-tetramethylpiperidin-oxyl (45985-26-0,2896-70-0) + 1,4-diethynylbenzene (935-14-8) → 4-hydroxy-4-(p-ethynylphenylethynyl)-2,2,6,6-tetramethylpiperidin-1-oxyl (73645-89-3) + C28H38N2O4

Guidance literature:

With n-butyllithium; In tetrahydrofuran; 1.) 0 deg C, 1 h, 2.) 20 deg C, 2 h;

DOI:10.1002/(sici)1521-3773(19981102)37:20<2833::aid-anie2833>3.3.co;2-z

Reference yield:

2,2,6,6-Tetramethyl-4-piperidone (826-36-8) → 4-hydroxy-4-(p-ethynylphenylethynyl)-2,2,6,6-tetramethylpiperidin-1-oxyl (73645-89-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 38 percent / KOH / tetrahydrofuran / 1 h / -40 °C

2: 74.6 percent / Na₂WO₅, H₂O₂ / methanol / 192 h / 20 °C

With potassium hydroxide; Na₂WO₅*2H₂O; dihydrogen peroxide; In tetrahydrofuran; methanol;

DOI:10.1007/BF00951890

upstream raw materials:

4-hydroxy-4-(p-ethynylphenylethynyl)-2,2,6,6-tetramethylpiperidine

4-oxo-2,2,6,6-tetramethylpiperidin-oxyl

1,4-diethynylbenzene

2,2,6,6-Tetramethyl-4-piperidone

Downstream raw materials:

4-(p-ethynylphenylethynyl)-2,2,6,6-tetramethyl-Δ³-piperidin-1-oxyl

4-hydroxy-4-(phenyl-p-butadiynylphenylethynyl)-2,2,6,6-tetramethylpiperidin-1-oxyl

bis(1-oxyl-2,2,6,6-tetramethyl-Δ³-4-piperidyl-p-ethynylphenyl)butadiyne

4-(phenyl-p-butadiynylphenylethynyl)-2,2,6,6-tetramethyl-Δ³-piperidin-1-oxyl

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