Ethyl 6-[2-(2-ethoxycarbonylethyl)-3-hydroxyphenyl]hexanoate

Base Information

• Chemical Name: Ethyl 6-[2-(2-ethoxycarbonylethyl)-3-hydroxyphenyl]hexanoate
• CAS No.: 134577-98-3
• Molecular Formula: C₁₉H₂₈O₅
• Molecular Weight: 336.428
• Mol file: 134577-98-3.mol

Synonyms:Ethyl 6-[2-(2-ethoxycarbonylethyl)-3-hydroxyphenyl]hexanoate

Chemical Property of Ethyl 6-[2-(2-ethoxycarbonylethyl)-3-hydroxyphenyl]hexanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethyl 6-[2-(2-ethoxycarbonylethyl)-3-hydroxyphenyl]hexanoate

There total 7 articles about Ethyl 6-[2-(2-ethoxycarbonylethyl)-3-hydroxyphenyl]hexanoate 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: 86.0%

ethanol (64-17-5) + 6-[2-(2-Carboxy-ethyl)-3-hydroxy-phenyl]-hexanoic acid (197708-08-0) → Ethyl 6-[2-(2-ethoxycarbonylethyl)-3-hydroxyphenyl]hexanoate (134577-98-3)

Guidance literature:

With hydrogenchloride; at 25 ℃; for 0.5h;

DOI:10.1016/S0968-0896(97)00089-8

Reference yield:

3-hydroxyphthalic anhydride (37418-88-5) → Ethyl 6-[2-(2-ethoxycarbonylethyl)-3-hydroxyphenyl]hexanoate (134577-98-3)

Guidance literature:

Multi-step reaction with 11 steps

2: 37 percent / NaBH₄ / acetic acid; tetrahydrofuran / 2 h / 50 °C

3: 100 percent / DIBAH / toluene / 0.5 h / -70 °C

4: 1.) t-BuOK / 1.) 80 deg C, 1.5 h, 2.) toluene, 1.5 h

5: ethyl acetate / 0.17 h / 0 °C

6: H₂ / 5percent Pd/C / ethanol / 1 h / 25 °C / 760 Torr

7: 100 percent / pyridinium chlorochromate, silica gel / CH₂Cl₂ / 0.67 h / 25 °C

8: 1.) NaH / 1.) THF, 25 deg C, 30 min, 2.) THF, 25 deg C, 30 min

9: 97 percent / H₂ / 5percent Pd/C / ethanol / 1 h / 25 °C / 760 Torr

10: 100 percent / pyridine hydrochloride / 2.5 h / 190 °C

11: 86 percent / 2 N HCl / 0.5 h / 25 °C

With hydrogenchloride; sodium tetrahydroborate; potassium tert-butylate; hydrogen; pyridine hydrochloride; silica gel; sodium hydride; diisobutylaluminium hydride; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; ethyl acetate; toluene;

DOI:10.1016/S0968-0896(97)00089-8

Reference yield:

methyl 6-[2-(hydroxymethyl)-3-methoxyphenyl]-(5E)-hexenoate (134577-97-2) → Ethyl 6-[2-(2-ethoxycarbonylethyl)-3-hydroxyphenyl]hexanoate (134577-98-3)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂ / 5percent Pd/C / ethanol / 1 h / 25 °C / 760 Torr

2: 100 percent / pyridinium chlorochromate, silica gel / CH₂Cl₂ / 0.67 h / 25 °C

3: 1.) NaH / 1.) THF, 25 deg C, 30 min, 2.) THF, 25 deg C, 30 min

4: 97 percent / H₂ / 5percent Pd/C / ethanol / 1 h / 25 °C / 760 Torr

5: 100 percent / pyridine hydrochloride / 2.5 h / 190 °C

6: 86 percent / 2 N HCl / 0.5 h / 25 °C

With hydrogenchloride; hydrogen; pyridine hydrochloride; silica gel; sodium hydride; pyridinium chlorochromate; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1016/S0968-0896(97)00089-8

upstream raw materials:

ethanol

6-[2-(2-Carboxy-ethyl)-3-hydroxy-phenyl]-hexanoic acid

3-hydroxyphthalic anhydride

methyl 6-[2-(hydroxymethyl)-3-methoxyphenyl]-(5E)-hexenoate

Downstream raw materials:

ethyl-6-{2-[2-(ethoxycarbonyl)ethyl]-3-[6-(4-methoxyphenyl)-(5E)-hexenyloxy]phenyl}hexanoate