4-(BENZYLOXY)-3-CHLORO-5-METHOXYBENZALDEHYDE

Base Information

• Chemical Name: 4-(BENZYLOXY)-3-CHLORO-5-METHOXYBENZALDEHYDE
• CAS No.: 37687-67-5
• Molecular Formula: C15H13ClO3
• Molecular Weight: 276.719
• Mol file: 37687-67-5.mol

Synonyms:4-(benzyloxy)-3-chloro-5-methoxybenzaldehyde;4-benzyloxy-5-chloro-3-methoxybenzaldehyde;4-Benzyloxy-3-chlor-5-methoxy-benzaldehyd;

Chemical Property of 4-(BENZYLOXY)-3-CHLORO-5-METHOXYBENZALDEHYDE

Chemical Property:

• Boiling Point: 415.6±40.0 °C(Predicted)
• PSA: 35.53000
• Density: 1.247±0.06 g/cm3(Predicted)
• LogP: 3.74010

Purity/Quality:

99% ^*data from raw suppliers

4-Benzyloxy-3-chloro-5-methoxybenzaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(BENZYLOXY)-3-CHLORO-5-METHOXYBENZALDEHYDE

There total 3 articles about 4-(BENZYLOXY)-3-CHLORO-5-METHOXYBENZALDEHYDE 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: 91.0%

5-chlorovanillin (19463-48-0) + benzyl bromide (100-39-0) → 3-chloro-5-(methyloxy)-4-[(phenylmethyl)oxy]benzaldehyde (37687-67-5)

Guidance literature:

With potassium carbonate; In acetonitrile; for 6h; Reflux;

DOI:10.1080/00397911003797825

Reference yield:

5-chlorovanillin (19463-48-0) + benzyl chloride (100-44-7) → 3-chloro-5-(methyloxy)-4-[(phenylmethyl)oxy]benzaldehyde (37687-67-5)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/ja01179a600

Reference yield:

vanillin (121-33-5,8014-42-4) → 3-chloro-5-(methyloxy)-4-[(phenylmethyl)oxy]benzaldehyde (37687-67-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 0.17 h / 0 °C

1.2: 5 g / n-chlorosuccinimide / tetrahydrofuran / 20 °C

2.1: ethyldiisopropylamine / CH₂Cl₂ / 72 h / 20 °C

With sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm050139q

upstream raw materials:

5-chlorovanillin

benzyl chloride

benzyl bromide

vanillin

Downstream raw materials:

(4-(benzyloxy)-3-chloro-5-methoxyphenyl)methanol

4-benzyloxy-3-chloro-5-methoxy-benzylamine

ethyl (2E)-3-{3-chloro-5-(methyloxy)-4-[(phenylmethyl)oxy]phenyl}-2-propenoate

4-((3-chloro-4-hydroxy-5-methoxybenzyl)(4H-1,2,4-triazol-4-yl)amino)benzonitrile