(E) 3-Methyl-5-(2,2,6-trimethylcyclohexen-1-yl)-2-pentenoic Acid

Base Information

• Chemical Name: (E) 3-Methyl-5-(2,2,6-trimethylcyclohexen-1-yl)-2-pentenoic Acid
• CAS No.: 4211-33-0
• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.354
• Mol file: 4211-33-0.mol

Synonyms:(E) 3-Methyl-5-(2,2,6-trimethylcyclohexen-1-yl)-2-pentenoic Acid

Chemical Property of (E) 3-Methyl-5-(2,2,6-trimethylcyclohexen-1-yl)-2-pentenoic Acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E) 3-Methyl-5-(2,2,6-trimethylcyclohexen-1-yl)-2-pentenoic Acid

There total 11 articles about (E) 3-Methyl-5-(2,2,6-trimethylcyclohexen-1-yl)-2-pentenoic 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: 89.0%

Ethyl 3-Methyl-5-(2,2,6-trimethylcyclohexen-1-yl)-2-pentenoate (236744-59-5) → (E) 3-Methyl-5-(2,2,6-trimethylcyclohexen-1-yl)-2-pentenoic Acid (4211-33-0)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 18h; Heating;

DOI:10.1055/s-1982-29808

Reference yield:

4-(1-Hydroxy-2,2,6-trimethylcyclohexyl)-3-butyn-2-ol (41641-09-2) → (E) 3-Methyl-5-(2,2,6-trimethylcyclohexen-1-yl)-2-pentenoic Acid (4211-33-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 98 percent / H₂ / Raney nickel W₅ / ethanol / 24 h / 120 °C / 38000 Torr

2: 96 percent / H₂SO₄ aq / methanol / 2 h / Ambient temperature

3: 90 percent / Na₂Cr₂O₇*H₂O, H₂SO₄ conc. / benzene; H₂O; acetic acid / Ambient temperature

4: 1.) NaH / 1.) THF, room temp., 1 h, 2.) THF, room temp., 18 h

5: 89 percent / 1.) KOH / ethanol; H₂O / 18 h / Heating

With potassium hydroxide; sodium dichromate; sulfuric acid; hydrogen; sodium hydride; Raney nickel W₅; In methanol; ethanol; water; acetic acid; benzene;

DOI:10.1055/s-1982-29808

Reference yield:

methyl (E,E)-farnesoate (3675-00-1) → (E) 3-Methyl-5-(2,2,6-trimethylcyclohexen-1-yl)-2-pentenoic Acid (4211-33-0)

Guidance literature:

methyl (E,E)-farnesoate; With fluorosulphonic acid; 1-butyl-3-methylimidazolium Tetrafluoroborate; In dichloromethane; at -45 ℃; for 0.5h;

With potassium hydroxide; for 2h; Further stages.; Heating;

DOI:10.1007/s10600-006-0175-6

upstream raw materials:

(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrienoic acid

3-hydroxy-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-valeric acid

benzene

diethoxyphosphoryl-acetic acid ethyl ester

Downstream raw materials:

(E)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-pent-2-enoic acid (R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxymethyl)-ethyl ester

Bicyclofarnesic acid

(E)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-pent-2-enoic acid (R)-1-acetoxymethyl-2-(4-methoxy-benzyloxy)-ethyl ester

(E)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-pent-2-enoic acid (R)-1-acetoxymethyl-2-(tert-butyl-dimethyl-silanyloxy)-ethyl ester