7-benzyloxy-3,4-dihydro-6-methoxy-2-(4,5-methylenedioxy-2-nitrophenyl)-1-naphthaldehyde

Base Information

Chemical Name:7-benzyloxy-3,4-dihydro-6-methoxy-2-(4,5-methylenedioxy-2-nitrophenyl)-1-naphthaldehyde
CAS No.:653579-71-6
Molecular Formula:C₂₆H₂₁NO₇
Molecular Weight:459.455
Hs Code.:

Synonyms:7-benzyloxy-3,4-dihydro-6-methoxy-2-(4,5-methylenedioxy-2-nitrophenyl)-1-naphthaldehyde

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Chemical Property of 7-benzyloxy-3,4-dihydro-6-methoxy-2-(4,5-methylenedioxy-2-nitrophenyl)-1-naphthaldehyde

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Technology Process of 7-benzyloxy-3,4-dihydro-6-methoxy-2-(4,5-methylenedioxy-2-nitrophenyl)-1-naphthaldehyde

There total 8 articles about 7-benzyloxy-3,4-dihydro-6-methoxy-2-(4,5-methylenedioxy-2-nitrophenyl)-1-naphthaldehyde 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: 73.0%

: 227951-11-3
trimethyl(3,4-methylenedioxy-6-nitrophenyl)stannane

: 653579-65-8
7-benzyloxy-2-bromo-3,4-dihydro-6-methoxy-1-naphthaldehyde

: 653579-71-6
7-benzyloxy-3,4-dihydro-6-methoxy-2-(4,5-methylenedioxy-2-nitrophenyl)-1-naphthaldehyde

Guidance literature:: With copper(I) bromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 48h; Heating;
DOI:10.1016/S0968-0896(03)00394-8

Reference yield:

: 1135-24-6,537-98-4
(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

: 653579-71-6
7-benzyloxy-3,4-dihydro-6-methoxy-2-(4,5-methylenedioxy-2-nitrophenyl)-1-naphthaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1.1: 100 percent / H₂ / Pd/C / ethyl acetate; methanol / 5 h / 2068.59 Torr

2.1: K₂CO₃ / acetone; acetonitrile / 15 h / Heating

3.1: 1.26 g / KOH / methanol; H₂O / 10 h / 70 °C

4.1: oxalyl chloride / CH₂Cl₂ / 20 h / 20 °C

5.1: tetrahydrofuran; hexane; acetonitrile / 4 h

6.1: 183 mg / rhodium (II) acetate dimer / CH₂Cl₂ / 1 h / Heating

7.1: phosphorus tribromide / CHCl₃ / 1 h / 0 °C

7.2: 20 percent / CHCl₃ / 1 h / Heating

8.1: 73 percent / CuBr / Pd(PPh₃)4 / tetrahydrofuran / 48 h / Heating

With potassium hydroxide; oxalyl dichloride; hydrogen; phosphorus tribromide; potassium carbonate; copper(I) bromide; dirhodium tetraacetate; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; water; ethyl acetate; acetone; acetonitrile; 8.1: Stille coupling;
DOI:10.1016/S0968-0896(03)00394-8

Reference yield:

: 1135-23-5
3-(4-hydroxy-3-methoxyphenyl)propionic acid

: 653579-71-6
7-benzyloxy-3,4-dihydro-6-methoxy-2-(4,5-methylenedioxy-2-nitrophenyl)-1-naphthaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1.1: K₂CO₃ / acetone; acetonitrile / 15 h / Heating

2.1: 1.26 g / KOH / methanol; H₂O / 10 h / 70 °C

3.1: oxalyl chloride / CH₂Cl₂ / 20 h / 20 °C

4.1: tetrahydrofuran; hexane; acetonitrile / 4 h

5.1: 183 mg / rhodium (II) acetate dimer / CH₂Cl₂ / 1 h / Heating

6.1: phosphorus tribromide / CHCl₃ / 1 h / 0 °C

6.2: 20 percent / CHCl₃ / 1 h / Heating

7.1: 73 percent / CuBr / Pd(PPh₃)4 / tetrahydrofuran / 48 h / Heating

With potassium hydroxide; oxalyl dichloride; phosphorus tribromide; potassium carbonate; copper(I) bromide; dirhodium tetraacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; water; acetone; acetonitrile; 7.1: Stille coupling;
DOI:10.1016/S0968-0896(03)00394-8