4-Allyl-3-hydroxy-2-naphthalenecarboxylic acid

Base Information

• Chemical Name: 4-Allyl-3-hydroxy-2-naphthalenecarboxylic acid
• CAS No.: 65550-18-7
• Molecular Formula: C14H12O3
• Molecular Weight: 228.24300
• Hs Code.: 2918290000
• Mol file: 65550-18-7.mol

Synonyms:4-allyl-3-hydroxy-[2]naphthoic acid;4-Allyl-3-hydroxy-2-naphthalenecarboxylic acid;2-Naphthalenecarboxylic acid,3-hydroxy-4-(2-propenyl);4-Allyl-3-hydroxy-[2]naphthoesaeure;

Chemical Property of 4-Allyl-3-hydroxy-2-naphthalenecarboxylic acid

Chemical Property:

• PSA: 57.53000
• LogP: 2.97210

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Allyl-3-hydroxy-2-naphthalenecarboxylic acid

There total 5 articles about 4-Allyl-3-hydroxy-2-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:

3-hydroxy-2-naphthoic acid methyl ester (883-99-8) → 4-allyl-3-hydroxy-2-naphthoic acid (65550-18-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / 40percent aq NaOH / acetone / Heating

2: 10percent KOH / methanol / 0.5 h / Heating

3: 0.17 h / Heating

With potassium hydroxide; sodium hydroxide; In methanol; acetone;

Reference yield:

methyl 4-allyl-3-hydroxy-2-naphthoate (57518-88-4) + allyl bromide (106-95-6) → 4-allyl-3-hydroxy-2-naphthoic acid (65550-18-7) + 4-allyl-3-allyloxy-[2]naphthoic acid

Guidance literature:

With sodium hydroxide; butanone; Hydrolyse des Reaktionsprodukts;

DOI:10.1021/ja01252a511

Reference yield:

methyl 3-allyloxy-2-naphthoate (65550-20-1) → 4-allyl-3-hydroxy-2-naphthoic acid (65550-18-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 10percent KOH / methanol / 0.5 h / Heating

2: 0.17 h / Heating

With potassium hydroxide; In methanol;

upstream raw materials:

methyl 4-allyl-3-hydroxy-2-naphthoate

allyl bromide

3-prop-2-enoxynaphthalene-2-carboxylic acid

3-hydroxy-2-naphthoic acid methyl ester

Refernces

• 1、 Prajer-Janczewska, Lidia,Wroblewski, Juliusz. "THE CLAISEN REARRANGEMENT OF SOME ALLYL-β-NAPHTHYL ETHERS AND CYCLIZATION OF THE PRODUCTS". . p. 1431 - 1437. Retrieved 2007/10/02.