4-{(1E)-3-oxo-3-[(phenylmethyl)oxy]-1-propen-1-yl}-1-naphthalenecarboxylic acid

Base Information

• Chemical Name: 4-{(1E)-3-oxo-3-[(phenylmethyl)oxy]-1-propen-1-yl}-1-naphthalenecarboxylic acid
• CAS No.: 942260-20-0
• Molecular Formula: C₂₁H₁₆O₄
• Molecular Weight: 332.356
• Mol file: 942260-20-0.mol

Synonyms:4-{(1E)-3-oxo-3-[(phenylmethyl)oxy]-1-propen-1-yl}-1-naphthalenecarboxylic acid

Chemical Property of 4-{(1E)-3-oxo-3-[(phenylmethyl)oxy]-1-propen-1-yl}-1-naphthalenecarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{(1E)-3-oxo-3-[(phenylmethyl)oxy]-1-propen-1-yl}-1-naphthalenecarboxylic acid

There total 2 articles about 4-{(1E)-3-oxo-3-[(phenylmethyl)oxy]-1-propen-1-yl}-1-naphthalenecarboxylic 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: 84.0%

4-bromonaphthalene-1-carboxylic acid (16650-55-8) + benzylacrylate (2495-35-4,25036-21-9) → 4-{(1E)-3-oxo-3-[(phenylmethyl)oxy]-1-propen-1-yl}-1-naphthalenecarboxylic acid (942260-20-0)

Guidance literature:

With palladium diacetate; triethylamine; triphenylphosphine; In toluene; at 90 ℃; for 11h; Inert atmosphere; Large scale reaction;

DOI:10.1021/op1002598

Reference yield:

1,4-dibromonaphthalene (83-53-4) → 4-{(1E)-3-oxo-3-[(phenylmethyl)oxy]-1-propen-1-yl}-1-naphthalenecarboxylic acid (942260-20-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: isopropylmagnesium chloride; lithium chloride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere; Large scale reaction

1.2: -10 - 20 °C / Large scale reaction

2.1: palladium diacetate; triethylamine; triphenylphosphine / toluene / 11 h / 90 °C / Inert atmosphere; Large scale reaction

With isopropylmagnesium chloride; palladium diacetate; triethylamine; triphenylphosphine; lithium chloride; In tetrahydrofuran; toluene; 1.1: Grignard reaction / 2.1: Heck reaction;

DOI:10.1021/op1002598

Reference yield:

4-{(1E)-3-oxo-3-[(phenylmethyl)oxy]-1-propen-1-yl}-1-naphthalenecarboxylic acid (942260-20-0) → C21H15ClO3

Guidance literature:

With thionyl chloride; In Isopropyl acetate; at 79 ℃;

DOI:10.1021/op1002598

upstream raw materials:

4-bromonaphthalene-1-carboxylic acid

benzylacrylate

1,4-dibromonaphthalene

Downstream raw materials:

C₄₂H₄₈N₂O₄

phenylmethyl (2E)-3-(4-{[4-(4-{[3-(3,3-dimethyl-1-piperidinyl)propyl]oxy}phenyl)-1-piperidinyl]-carbonyl}-1-naphthalenyl)-2-propenoate fumarate