(E)-2-Benzyl-3-(5-ethyl-3-methoxy-4-methoxymethoxy-naphthalen-1-yl)-acrylic acid ethyl ester

Base Information

Chemical Name:(E)-2-Benzyl-3-(5-ethyl-3-methoxy-4-methoxymethoxy-naphthalen-1-yl)-acrylic acid ethyl ester
CAS No.:1026436-34-9
Molecular Formula:C₂₇H₃₀O₅
Molecular Weight:434.532
Hs Code.:

Synonyms:(E)-2-Benzyl-3-(5-ethyl-3-methoxy-4-methoxymethoxy-naphthalen-1-yl)-acrylic acid ethyl ester

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Chemical Property of (E)-2-Benzyl-3-(5-ethyl-3-methoxy-4-methoxymethoxy-naphthalen-1-yl)-acrylic acid ethyl ester

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Technology Process of (E)-2-Benzyl-3-(5-ethyl-3-methoxy-4-methoxymethoxy-naphthalen-1-yl)-acrylic acid ethyl ester

There total 12 articles about (E)-2-Benzyl-3-(5-ethyl-3-methoxy-4-methoxymethoxy-naphthalen-1-yl)-acrylic acid ethyl ester 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:

: 5247-85-8
1,8-naphtholactone

: 1026436-34-9
(E)-2-Benzyl-3-(5-ethyl-3-methoxy-4-methoxymethoxy-naphthalen-1-yl)-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 62 percent / tetrahydrofuran; diethyl ether / 1 h / -75 °C

2: 95 percent / NaBH₄ / ethanol / 0.5 h / Ambient temperature

3: pyridine, trifluoroacetic anhydride / tetrahydrofuran / 0.5 h / 0 °C

4: H₂ / 10percent Pd/C / tetrahydrofuran; H₂O / 6 h / 760 Torr

5: 1.) sodium hydride / 1.) DMF, 0 deg C, 2.) DMF, RT, 30 min

6: 1.) n-BuLi / 1.) Et₂O, hexane, RT, 2 h, 2.) Et₂O, -40 deg C, 30 min

7: 1.) m-CPBA, 2.) aq. KOH / 1.) CH₂Cl₂, reflux, 30 min, 2.) MeOH, reflux, 20 min

8: K₂CO₃ / dimethylformamide / 2 h / 60 °C

9: 3.5 N aq. HCl / acetone / 5 h / Ambient temperature

10: TiCl₄ / CH₂Cl₂ / 0.5 h / 0 °C

11: 1.) NaH / 1.) DMF, 0 deg C, 2.) DMF, RT, 20 min

12: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 15 min

With pyridine; hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; hydrogen; titanium tetrachloride; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00103a003

Reference yield:

: 18528-55-7
1-(8-hydroxynaphthalen-1-yl)ethanone

: 1026436-34-9
(E)-2-Benzyl-3-(5-ethyl-3-methoxy-4-methoxymethoxy-naphthalen-1-yl)-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 95 percent / NaBH₄ / ethanol / 0.5 h / Ambient temperature

2: pyridine, trifluoroacetic anhydride / tetrahydrofuran / 0.5 h / 0 °C

3: H₂ / 10percent Pd/C / tetrahydrofuran; H₂O / 6 h / 760 Torr

4: 1.) sodium hydride / 1.) DMF, 0 deg C, 2.) DMF, RT, 30 min

5: 1.) n-BuLi / 1.) Et₂O, hexane, RT, 2 h, 2.) Et₂O, -40 deg C, 30 min

6: 1.) m-CPBA, 2.) aq. KOH / 1.) CH₂Cl₂, reflux, 30 min, 2.) MeOH, reflux, 20 min

7: K₂CO₃ / dimethylformamide / 2 h / 60 °C

8: 3.5 N aq. HCl / acetone / 5 h / Ambient temperature

9: TiCl₄ / CH₂Cl₂ / 0.5 h / 0 °C

10: 1.) NaH / 1.) DMF, 0 deg C, 2.) DMF, RT, 20 min

11: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 15 min

With pyridine; hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; hydrogen; titanium tetrachloride; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00103a003

Reference yield:

: 131421-20-0
8-hydroxy-α-methyl-1-naphthalenemethanol

: 1026436-34-9
(E)-2-Benzyl-3-(5-ethyl-3-methoxy-4-methoxymethoxy-naphthalen-1-yl)-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: pyridine, trifluoroacetic anhydride / tetrahydrofuran / 0.5 h / 0 °C

2: H₂ / 10percent Pd/C / tetrahydrofuran; H₂O / 6 h / 760 Torr

3: 1.) sodium hydride / 1.) DMF, 0 deg C, 2.) DMF, RT, 30 min

4: 1.) n-BuLi / 1.) Et₂O, hexane, RT, 2 h, 2.) Et₂O, -40 deg C, 30 min

5: 1.) m-CPBA, 2.) aq. KOH / 1.) CH₂Cl₂, reflux, 30 min, 2.) MeOH, reflux, 20 min

6: K₂CO₃ / dimethylformamide / 2 h / 60 °C

7: 3.5 N aq. HCl / acetone / 5 h / Ambient temperature

8: TiCl₄ / CH₂Cl₂ / 0.5 h / 0 °C

9: 1.) NaH / 1.) DMF, 0 deg C, 2.) DMF, RT, 20 min

10: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 15 min

With pyridine; hydrogenchloride; potassium hydroxide; n-butyllithium; hydrogen; titanium tetrachloride; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00103a003