ethyl 6,8-dimethoxy-4-(prop-2-en-1-yloxy)naphthalene-2-carboxylate

Base Information

• Chemical Name: ethyl 6,8-dimethoxy-4-(prop-2-en-1-yloxy)naphthalene-2-carboxylate
• CAS No.: 477849-65-3
• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.354
• Mol file: 477849-65-3.mol

Synonyms:ethyl 4-allyloxy-3-oxobutanoate;Ethyl 4-allyloxyacetoacetate;ethyl 4-allyloxy-3-oxobutyrate;4-allyloxy-6,8-dimethoxynaphthalene-2-carboxylic acid ethyl ester;ethyl 4-allyloxy-6,8-dimethoxynaphthalene-2-carboxylate;4-allyloxyacetoacetate;

Chemical Property of ethyl 6,8-dimethoxy-4-(prop-2-en-1-yloxy)naphthalene-2-carboxylate

Chemical Property:

• Vapor Pressure: 6.81E-09mmHg at 25°C
• Boiling Point: 466.9oC at 760 mmHg
• Flash Point: 205.8oC
• PSA: 53.99000
• Density: 1.137g/cm3
• LogP: 3.59850

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 6,8-dimethoxy-4-(prop-2-en-1-yloxy)naphthalene-2-carboxylate

There total 6 articles about ethyl 6,8-dimethoxy-4-(prop-2-en-1-yloxy)naphthalene-2-carboxylate 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: 99.0%

allyl bromide (106-95-6) + 4-hydroxy-6,8-dimethoxynaphthalene-2-carboxylic acid ethyl ester (477849-64-2) → 4-allyloxy-6,8-dimethoxynaphthalene-2-carboxylic acid ethyl ester (477849-65-3)

Guidance literature:

With potassium carbonate; In acetone; for 16h; Heating;

DOI:10.1039/b407208a

Reference yield:

4-acetoxy-6,8-dimethoxynaphthalene-2-carboxylic acid ethyl ester (25932-97-2) → 4-allyloxy-6,8-dimethoxynaphthalene-2-carboxylic acid ethyl ester (477849-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / guanidine hydrochloride; t-BuOK / ethanol; CH₂Cl₂ / 1.5 h / 20 °C

2: 99 percent / K₂CO₃ / acetone / 16 h / Heating

With potassium tert-butylate; guanidine hydrochloride; potassium carbonate; In ethanol; dichloromethane; acetone;

DOI:10.1039/b407208a

Reference yield:

2,4-Dimethoxybenzaldehyde (613-45-6) → 4-allyloxy-6,8-dimethoxynaphthalene-2-carboxylic acid ethyl ester (477849-65-3)

Guidance literature:

Multi-step reaction with 4 steps

1: t-BuOK / 2-methyl-propan-2-ol / 2 h / Heating

2: 8.10 g / sodium acetate / 2 h / 140 °C

3: 95 percent / guanidine hydrochloride; t-BuOK / ethanol; CH₂Cl₂ / 1.5 h / 20 °C

4: 99 percent / K₂CO₃ / acetone / 16 h / Heating

With potassium tert-butylate; guanidine hydrochloride; sodium acetate; potassium carbonate; In ethanol; dichloromethane; acetone; tert-butyl alcohol; 1: Stobbe condensation;

DOI:10.1039/b407208a

upstream raw materials:

allyl bromide

4-hydroxy-6,8-dimethoxynaphthalene-2-carboxylic acid ethyl ester

4-acetoxy-6,8-dimethoxynaphthalene-2-carboxylic acid ethyl ester

2,4-Dimethoxybenzaldehyde

Downstream raw materials:

5-benzyloxy-7,9-dimethoxy-1,3-dimethyl-1H-benzo[g]isochromene

3-allyl-4-benzyloxy-6,8-dimethoxy-2-naphthaldehyde

(3-allyl-4-benzyloxy-6,8-dimethoxy-2-naphthyl)methanol

1-(3-allyl-4-benzyloxy-6,8-dimethoxy-2-naphthyl)-1-ethanol