13-(2,4-Dinitro-phenylazo)-30-hydroxy-3,6,9,17,20,23-hexaoxa-tricyclo[23.3.1.1^11,15]triaconta-1⁽²⁹⁾,11,13,15⁽³⁰⁾,25,27-hexaene-29-carboxylic acid

Base Information

• Chemical Name: 13-(2,4-Dinitro-phenylazo)-30-hydroxy-3,6,9,17,20,23-hexaoxa-tricyclo[23.3.1.1^11,15]triaconta-1⁽²⁹⁾,11,13,15⁽³⁰⁾,25,27-hexaene-29-carboxylic acid
• CAS No.: 113858-64-3
• Molecular Formula: C₃₁H₃₄N₄O₁₃
• Molecular Weight: 670.63

Synonyms:13-(2,4-Dinitro-phenylazo)-30-hydroxy-3,6,9,17,20,23-hexaoxa-tricyclo[23.3.1.1^11,15]triaconta-1⁽²⁹⁾,11,13,15⁽³⁰⁾,25,27-hexaene-29-carboxylic acid

Chemical Property of 13-(2,4-Dinitro-phenylazo)-30-hydroxy-3,6,9,17,20,23-hexaoxa-tricyclo[23.3.1.1^11,15]triaconta-1⁽²⁹⁾,11,13,15⁽³⁰⁾,25,27-hexaene-29-carboxylic acid

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Technology Process of 13-(2,4-Dinitro-phenylazo)-30-hydroxy-3,6,9,17,20,23-hexaoxa-tricyclo[23.3.1.1^11,15]triaconta-1⁽²⁹⁾,11,13,15⁽³⁰⁾,25,27-hexaene-29-carboxylic acid

There total 6 articles about 13-(2,4-Dinitro-phenylazo)-30-hydroxy-3,6,9,17,20,23-hexaoxa-tricyclo[23.3.1.1^11,15]triaconta-1⁽²⁹⁾,11,13,15⁽³⁰⁾,25,27-hexaene-29-carboxylic 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:

methyl 2,6-di(bromomethyl)benzoate (56263-51-5) → 13-(2,4-Dinitro-phenylazo)-30-hydroxy-3,6,9,17,20,23-hexaoxa-tricyclo[23.3.1.111,15]triaconta-1(29),11,13,15(30),25,27-hexaene-29-carboxylic acid (113858-64-3)

Guidance literature:

Multi-step reaction with 5 steps

1: NaH / tetrahydrofuran

2: aq. KOH / Heating

3: Ce(NH₄)2(NO₃)6 / acetonitrile; H₂O

4: H₂SO₄ / ethanol; CH₂Cl₂

With potassium hydroxide; ammonium cerium(IV) nitrate; sulfuric acid; sodium hydride; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;

DOI:10.1021/ja00217a047

Reference yield:

2,6-bis-(7-hydroxy-2,5-dioxaheptyl)-1,4-dimethoxybenzene (113858-79-0) → 13-(2,4-Dinitro-phenylazo)-30-hydroxy-3,6,9,17,20,23-hexaoxa-tricyclo[23.3.1.111,15]triaconta-1(29),11,13,15(30),25,27-hexaene-29-carboxylic acid (113858-64-3)

Guidance literature:

Multi-step reaction with 5 steps

1: NaH / tetrahydrofuran

2: aq. KOH / Heating

3: Ce(NH₄)2(NO₃)6 / acetonitrile; H₂O

4: H₂SO₄ / ethanol; CH₂Cl₂

With potassium hydroxide; ammonium cerium(IV) nitrate; sulfuric acid; sodium hydride; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;

DOI:10.1021/ja00217a047

Reference yield:

13,30-Dioxo-3,6,9,17,20,23-hexaoxa-tricyclo[23.3.1.111,15]triaconta-1(28),11,14,25(29),26-pentaene-29-carboxylic acid (113858-83-6) → 13-(2,4-Dinitro-phenylazo)-30-hydroxy-3,6,9,17,20,23-hexaoxa-tricyclo[23.3.1.111,15]triaconta-1(29),11,13,15(30),25,27-hexaene-29-carboxylic acid (113858-64-3)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄ / ethanol; CH₂Cl₂

With sulfuric acid; In ethanol; dichloromethane;

DOI:10.1021/ja00217a047

upstream raw materials:

13-[(2,4-Dinitro-phenyl)-hydrazono]-30-oxo-3,6,9,17,20,23-hexaoxa-tricyclo[23.3.1.1^11,15]triaconta-1⁽²⁸⁾,11,14,25⁽²⁹⁾,26-pentaene-29-carboxylic acid

methyl 2,6-di(bromomethyl)benzoate

2,6-bis-(7-hydroxy-2,5-dioxaheptyl)-1,4-dimethoxybenzene

13,30-Dioxo-3,6,9,17,20,23-hexaoxa-tricyclo[23.3.1.1^11,15]triaconta-1⁽²⁸⁾,11,14,25⁽²⁹⁾,26-pentaene-29-carboxylic acid

Downstream raw materials:

C₃₁H₃₄N₄O₁₃*C₄H₁₀N₂*C₄H₈O₂*CH₂Cl₂

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