Benzaldehyde, 3-[2-bromo-4-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]phenoxy]-4-(phenyl methoxy)-

Base Information

• Chemical Name: Benzaldehyde, 3-[2-bromo-4-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]phenoxy]-4-(phenyl methoxy)-
• CAS No.: 705932-29-2
• Molecular Formula: C26H25BrO5
• Molecular Weight: 497.386
• Mol file: 705932-29-2.mol

Synonyms:

Chemical Property of Benzaldehyde, 3-[2-bromo-4-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]phenoxy]-4-(phenyl methoxy)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzaldehyde, 3-[2-bromo-4-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]phenoxy]-4-(phenyl methoxy)-

There total 1 articles about Benzaldehyde, 3-[2-bromo-4-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]phenoxy]-4-(phenyl methoxy)- 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: 96.0%

Bis-(2-benzyloxy-5-formyl-phenyl)-iodonium; bromide (77251-51-5) + 2-bromo-4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-phenol (250284-68-5) → 4-benzyloxy-3-[2-bromo-4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-phenoxy]-benzaldehyde (705932-29-2)

Guidance literature:

2-bromo-4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-phenol; With 1H-imidazole; potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

Bis-(2-benzyloxy-5-formyl-phenyl)-iodonium; bromide; In N,N-dimethyl-formamide; at 80 ℃; for 6h;

DOI:10.1002/chem.200400904

Reference yield: 99.0%

4-benzyloxy-3-[2-bromo-4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-phenoxy]-benzaldehyde (705932-29-2) + malonic acid dimethyl ester (108-59-8) → 2-{4-benzyloxy-3-[2-bromo-4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-phenoxy]-benzylidene}-malonic acid dimethyl ester (845784-02-3)

Guidance literature:

With piperidine; acetic anhydride; In tetrahydrofuran; at 80 ℃; for 24h;

DOI:10.1002/chem.200400904

Reference yield:

4-benzyloxy-3-[2-bromo-4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-phenoxy]-benzaldehyde (705932-29-2) → C48H40Br4N4O9 (845784-25-0)

Guidance literature:

Multi-step reaction with 16 steps

1.1: 99 percent / piperidine; Ac₂O / tetrahydrofuran / 24 h / 80 °C

2.1: 86 percent / NaBH₄ / methanol; acetonitrile / 4 h / 0 - 20 °C

3.1: 88 percent / NaOMe; BuONO / methanol / 48 h / 0 °C

4.1: imidazole; K₂CO₃ / dimethylformamide / 0.5 h / 0 °C

4.2: 91 percent / dimethylformamide / 12 h / 0 - 20 °C

5.1: 99 percent / aq. HCl / tetrahydrofuran / 20 °C

6.1: 88 percent / imidazole / dimethylformamide / 11 h / 0 - 20 °C

7.1: TEMPO; KBr; aq. NaOCl / NaHCO₃ / CH₂Cl₂ / 1 h / 0 °C

8.1: pyridine / ethanol / 20 °C

9.1: 24 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C

10.1: 97 percent / TEMPO; aq. KBr; NaOCl / NaHCO₃ / acetonitrile / 2 h / 0 °C

11.1: 94 percent / TFA; pentamethylbenzene / 2.5 h / 0 - 20 °C

12.1: 100 percent / NBS / acetonitrile / 1 h / 0 °C

13.1: CoCl₂*6H₂O; NaBH₄ / methanol / 0 °C

13.2: i-Pr₂NEt; 1-hydroxybenzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl / CH₂Cl₂; dimethylformamide / 0 - 20 °C

14.1: 75 percent / N-bromosuccinimide / acetonitrile / 2 h / 0 °C

15.1: aq. LiOH / methanol; tetrahydrofuran / 5 h / 0 °C

16.1: TFA / CH₂Cl₂ / 0 °C

16.2: i-Pr₂NEt; PyBOP / CH₂Cl₂; dimethylformamide / 25 h / 0 - 20 °C

16.3: TBAF / tetrahydrofuran / 20 °C

With piperidine; pyridine; 1H-imidazole; hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; lithium hydroxide; sodium hypochlorite; sodium tetrahydroborate; N-Bromosuccinimide; n-Butyl nitrite; pentamethylbenzene,; tetrabutyl ammonium fluoride; sodium methylate; acetic anhydride; potassium carbonate; trifluoroacetic acid; cobalt(II) chloride; potassium bromide; sodium hydrogencarbonate; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1.1: Knoevenagel condensation;

DOI:10.1002/chem.200400904

upstream raw materials:

Bis-(2-benzyloxy-5-formyl-phenyl)-iodonium; bromide

2-bromo-4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-phenol

Downstream raw materials:

2-{4-benzyloxy-3-[2-bromo-4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-phenoxy]-benzylidene}-malonic acid dimethyl ester

2-{4-benzyloxy-3-[2-bromo-4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-phenoxy]-benzyl}-malonic acid dimethyl ester

2-[(E)-Benzyloxyimino]-3-[4-(5-{2-[(E)-benzyloxyimino]-2-methoxycarbonyl-ethyl}-2-hydroxy-phenoxy)-3-bromo-phenyl]-propionic acid

2-[(E)-Benzyloxyimino]-3-[4-(5-{2-[(E)-benzyloxyimino]-2-methoxycarbonyl-ethyl}-3-bromo-2-hydroxy-phenoxy)-3-bromo-phenyl]-propionic acid