3-(4-(Acetyloxy)-5-ethyl-3-methoxy-1-naphthalenyl)-2-methyl-2-propenoic acid

Base Information

Chemical Name:3-(4-(Acetyloxy)-5-ethyl-3-methoxy-1-naphthalenyl)-2-methyl-2-propenoic acid
CAS No.:131420-91-2
Molecular Formula:C₁₉H₂₀O₅
Molecular Weight:328.365
Hs Code.:
Nikkaji Number:J419.428D

Synonyms:3-(4-(acetyloxy)-5-ethyl-3-methoxy-1-naphthalenyl)-2-methyl-2-propenoic acid;E 5090;E-5090;E5090

Suppliers and Price of 3-(4-(Acetyloxy)-5-ethyl-3-methoxy-1-naphthalenyl)-2-methyl-2-propenoic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 1 raw suppliers

Chemical Property of 3-(4-(Acetyloxy)-5-ethyl-3-methoxy-1-naphthalenyl)-2-methyl-2-propenoic acid

Chemical Property:

Vapor Pressure:2.03E-10mmHg at 25°C
Boiling Point:490°Cat760mmHg
Flash Point:173.4°C
Density:1.216g/cm³
XLogP3:4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:328.13107373
Heavy Atom Count:24
Complexity:498

Purity/Quality:: 85.0-99.8% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC1=C2C(=CC=C1)C(=CC(=C2OC(=O)C)OC)C=C(C)C(=O)O
Isomeric SMILES:CCC1=C2C(=CC=C1)C(=CC(=C2OC(=O)C)OC)/C=C(/C)\C(=O)O

Technology Process of 3-(4-(Acetyloxy)-5-ethyl-3-methoxy-1-naphthalenyl)-2-methyl-2-propenoic acid

There total 17 articles about 3-(4-(Acetyloxy)-5-ethyl-3-methoxy-1-naphthalenyl)-2-methyl-2-propenoic 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: 41.0%

: 131421-76-6
(E)-3-<4-(acetyloxy)-5-ethyl-3-methoxy-1-naphthalenyl>-2-methyl-2-propenoic acid

: 131420-91-2
(Z)-3-<4-(acetyloxy)-5-ethyl-3-methoxy-1-naphthalenyl>-2-methyl-2-propenoic acid

Guidance literature:: In acetone; Irradiation;
DOI:10.1021/jm00112a046

Reference yield:

: 5247-85-8
1,8-naphtholactone

: 131420-91-2
(Z)-3-<4-(acetyloxy)-5-ethyl-3-methoxy-1-naphthalenyl>-2-methyl-2-propenoic acid

Guidance literature:: Multi-step reaction with 16 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

13: 89 percent / aq. KOH / ethanol / 1 h / Heating

14: 95 percent / conc. aq. HCl / acetone / 1.5 h / Ambient temperature

15: 78 percent / pyridine / 1 h / Ambient temperature

16: 41 percent / acetone / 2 h / Ambient temperature; Irradiation

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

: 131420-91-2
(Z)-3-<4-(acetyloxy)-5-ethyl-3-methoxy-1-naphthalenyl>-2-methyl-2-propenoic acid

Guidance literature:: Multi-step reaction with 15 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

12: 89 percent / aq. KOH / ethanol / 1 h / Heating

13: 95 percent / conc. aq. HCl / acetone / 1.5 h / Ambient temperature

14: 78 percent / pyridine / 1 h / Ambient temperature

15: 41 percent / acetone / 2 h / Ambient temperature; Irradiation

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