Methyl 16,16,16-trifluororetinoate

Base Information

• Chemical Name: Methyl 16,16,16-trifluororetinoate
• CAS No.: 123522-20-3
• Molecular Formula: C₂₁H₂₇F₃O₂
• Molecular Weight: 368.439
• Mol file: 123522-20-3.mol

Synonyms:

Chemical Property of Methyl 16,16,16-trifluororetinoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 16,16,16-trifluororetinoate

There total 23 articles about Methyl 16,16,16-trifluororetinoate 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:

1-(Trifluoromethyl)-3-methyl-4-oxo-2-cyclohexene-1-methanol (123522-53-2) → Methyl 16,16,16-trifluororetinoate (123522-20-3,131758-94-6)

Guidance literature:

Multi-step reaction with 9 steps

1: (PhO)3P(CH₃)⁽¹⁺⁾*I^(1-)

2: Li(OtBu)3AlH / diethyl ether

3: 1) KH, 2) n-BuLi / 1) THF, 2) THF, -78 deg C

4: CrO₃*2Py, celite / CH₂Cl₂

5: DBU / diethyl ether / 0 °C

6: n-BuLi

7: DIBAL

8: MnO₂

9: n-BuLi

With manganese(IV) oxide; n-butyllithium; Celite; methyltriphenoxyphosphonium iodide; potassium hydride; dipyridine chromium trioxide; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium tri-t-butoxyaluminum hydride; In diethyl ether; dichloromethane;

DOI:10.1016/S0040-4039(00)95257-2

Reference yield:

2,2,2-Trifluoroethyl 1-(trifluoromethyl)-3-methyl-4-oxo-2-cyclohexene-1-carboxylate (131758-87-7) → Methyl 16,16,16-trifluororetinoate (123522-20-3,131758-94-6)

Guidance literature:

Multi-step reaction with 10 steps

1: 1) DIBAL-H, 2) MnO₂ / 2) CH₂Cl₂

2: (PhO)3P(CH₃)⁽¹⁺⁾*I^(1-)

3: Li(OtBu)3AlH / diethyl ether

4: 1) KH, 2) n-BuLi / 1) THF, 2) THF, -78 deg C

5: CrO₃*2Py, celite / CH₂Cl₂

6: DBU / diethyl ether / 0 °C

7: n-BuLi

8: DIBAL

9: MnO₂

10: n-BuLi

With manganese(IV) oxide; n-butyllithium; Celite; methyltriphenoxyphosphonium iodide; potassium hydride; dipyridine chromium trioxide; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium tri-t-butoxyaluminum hydride; In diethyl ether; dichloromethane;

DOI:10.1016/S0040-4039(00)95257-2

Reference yield:

2-Methyl-4-(iodomethyl)-4-(trifluoromethyl)-2-cyclohexen-1-one (123522-54-3) → Methyl 16,16,16-trifluororetinoate (123522-20-3,131758-94-6)

Guidance literature:

Multi-step reaction with 8 steps

1: Li(OtBu)3AlH / diethyl ether

2: 1) KH, 2) n-BuLi / 1) THF, 2) THF, -78 deg C

3: CrO₃*2Py, celite / CH₂Cl₂

4: DBU / diethyl ether / 0 °C

5: n-BuLi

6: DIBAL

7: MnO₂

8: n-BuLi

With manganese(IV) oxide; n-butyllithium; Celite; potassium hydride; dipyridine chromium trioxide; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium tri-t-butoxyaluminum hydride; In diethyl ether; dichloromethane;

DOI:10.1016/S0040-4039(00)95257-2

upstream raw materials:

methyl 4-diethylphosphono-3-methyl-2-butenoate

(2E,4E)-3-Methyl-5-(2,6-dimethyl-6-(trifluoromethyl)-1-cyclohexen-1-yl)-2,4-pentadienal

2,4-Dimethyl-4-(trifluoromethyl)-2-cyclohexen-1-ol

2,6-Dimethyl-6-(trifluoromethyl)-2-cyclohexene-1-methanol

Downstream raw materials:

(2E,4E,6E,8E)-9-(2,6-Dimethyl-6-trifluoromethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-ol

16,16,16-Trifluororetinal