(E)-3-(3-Benzyloxy-5-ethyl-4-methoxymethoxy-naphthalen-1-yl)-acrylic acid

Base Information

Chemical Name:(E)-3-(3-Benzyloxy-5-ethyl-4-methoxymethoxy-naphthalen-1-yl)-acrylic acid
CAS No.:1026272-21-8
Molecular Formula:C₂₄H₂₄O₅
Molecular Weight:392.452
Hs Code.:

Synonyms:(E)-3-(3-Benzyloxy-5-ethyl-4-methoxymethoxy-naphthalen-1-yl)-acrylic acid

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Chemical Property of (E)-3-(3-Benzyloxy-5-ethyl-4-methoxymethoxy-naphthalen-1-yl)-acrylic acid

Chemical Property:

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Technology Process of (E)-3-(3-Benzyloxy-5-ethyl-4-methoxymethoxy-naphthalen-1-yl)-acrylic acid

There total 14 articles about (E)-3-(3-Benzyloxy-5-ethyl-4-methoxymethoxy-naphthalen-1-yl)-acrylic 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:

: 5247-85-8
1,8-naphtholactone

: 1026272-21-8
(E)-3-(3-Benzyloxy-5-ethyl-4-methoxymethoxy-naphthalen-1-yl)-acrylic acid

Guidance literature:: Multi-step reaction with 15 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: 57 percent / TiCl₄ / CH₂Cl₂ / 0.5 h / 0 °C

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

7: NaBH₄ / ethanol / 0.5 h

8: imidazole / dimethylformamide / 5 h / Ambient temperature

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

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

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

12: tetra-n-butylammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature

13: MnO₂ / CH₂Cl₂ / 12 h / Ambient temperature

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

15: aq. KOH / ethanol / 1 h / Heating

With pyridine; 1H-imidazole; manganese(IV) oxide; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; tetrabutyl ammonium fluoride; 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;
DOI:10.1021/jm00103a003

Reference yield:

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

: 1026272-21-8
(E)-3-(3-Benzyloxy-5-ethyl-4-methoxymethoxy-naphthalen-1-yl)-acrylic acid

Guidance literature:: Multi-step reaction with 14 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: 57 percent / TiCl₄ / CH₂Cl₂ / 0.5 h / 0 °C

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

6: NaBH₄ / ethanol / 0.5 h

7: imidazole / dimethylformamide / 5 h / Ambient temperature

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

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

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

11: tetra-n-butylammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature

12: MnO₂ / CH₂Cl₂ / 12 h / Ambient temperature

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

14: aq. KOH / ethanol / 1 h / Heating

With pyridine; 1H-imidazole; manganese(IV) oxide; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; tetrabutyl ammonium fluoride; 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;
DOI:10.1021/jm00103a003

Reference yield:

: 8-Vinyl-naphthalen-1-ol

: 1026272-21-8
(E)-3-(3-Benzyloxy-5-ethyl-4-methoxymethoxy-naphthalen-1-yl)-acrylic acid

Guidance literature:: Multi-step reaction with 12 steps

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

2: 57 percent / TiCl₄ / CH₂Cl₂ / 0.5 h / 0 °C

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

4: NaBH₄ / ethanol / 0.5 h

5: imidazole / dimethylformamide / 5 h / Ambient temperature

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: tetra-n-butylammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature

10: MnO₂ / CH₂Cl₂ / 12 h / Ambient temperature

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

12: aq. KOH / ethanol / 1 h / Heating

With 1H-imidazole; manganese(IV) oxide; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; titanium tetrachloride; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00103a003