1-(3,5-bis-trifluoromethyl-benzyloxy)-3-(3,4-dichloro-phenyl)-5-hydroxy-pentan-2-one O-methyl-oxime

Base Information

• Chemical Name: 1-(3,5-bis-trifluoromethyl-benzyloxy)-3-(3,4-dichloro-phenyl)-5-hydroxy-pentan-2-one O-methyl-oxime
• CAS No.: 184969-93-5
• Molecular Formula: C₂₁H₁₉Cl₂F₆NO₃
• Molecular Weight: 518.283
• Mol file: 184969-93-5.mol

Synonyms:1-(3,5-bis-trifluoromethyl-benzyloxy)-3-(3,4-dichloro-phenyl)-5-hydroxy-pentan-2-one O-methyl-oxime

Chemical Property of 1-(3,5-bis-trifluoromethyl-benzyloxy)-3-(3,4-dichloro-phenyl)-5-hydroxy-pentan-2-one O-methyl-oxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3,5-bis-trifluoromethyl-benzyloxy)-3-(3,4-dichloro-phenyl)-5-hydroxy-pentan-2-one O-methyl-oxime

There total 7 articles about 1-(3,5-bis-trifluoromethyl-benzyloxy)-3-(3,4-dichloro-phenyl)-5-hydroxy-pentan-2-one O-methyl-oxime 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: 58.0%

N-methoxylamine hydrochloride (593-56-6) + 1-[[3,5-Bis(trifluoromethyl)phenyl]methoxy]-3-(3,4-dichloro-phenyl)-5-hydroxy-2-pentanone (184969-91-3) → 1-(3,5-bis-trifluoromethyl-benzyloxy)-3-(3,4-dichloro-phenyl)-5-hydroxy-pentan-2-one O-methyl-oxime (184969-93-5) + 1-[[3,5-Bis(trifluoromethyl)phenyl]methoxy]-3-(3,4-dichloro-phenyl)-5-hydroxy-2-pentanone O-methyloxime

Guidance literature:

With sodium acetate; In ethanol; Heating;

DOI:10.1016/S0960-894X(00)00464-9

Reference yield:

methyl 3-(3,4-dichlorophenyl)-2-propenoate (82475-75-0) → 1-(3,5-bis-trifluoromethyl-benzyloxy)-3-(3,4-dichloro-phenyl)-5-hydroxy-pentan-2-one O-methyl-oxime (184969-93-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 87 percent / LiN(TMS)2 / tetrahydrofuran / -78 °C

2: 92 percent / LiAlH₄ / tetrahydrofuran / 0 - 23 °C

3: 96 percent / Et₃N; DMAP / tetrahydrofuran / 0 - 23 °C

4: 88 percent / KN(TMS)2 / tetrahydrofuran / 0 - 23 °C

5: 100 percent / HF / acetonitrile

6: 100 percent / Hg(ClO₄)2; aq. CaCO₃ / tetrahydrofuran

7: 58 percent / aq. NaOAc / ethanol / Heating

With dmap; lithium aluminium tetrahydride; mercury(II) perchlorate; hydrogen fluoride; sodium acetate; potassium hexamethylsilazane; triethylamine; calcium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; acetonitrile; 1: Addition / 2: Reduction / 3: silylation / 4: Alkylation / 5: desilylation / 6: Hydrolysis / 7: Substitution;

DOI:10.1016/S0960-894X(00)00464-9

Reference yield:

3-(3,4-dichloro-phenyl)-3-(2-hydroxymethyl-[1,3]dithiolan-2-yl)-propan-1-ol (184969-87-7) → 1-(3,5-bis-trifluoromethyl-benzyloxy)-3-(3,4-dichloro-phenyl)-5-hydroxy-pentan-2-one O-methyl-oxime (184969-93-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 96 percent / Et₃N; DMAP / tetrahydrofuran / 0 - 23 °C

2: 88 percent / KN(TMS)2 / tetrahydrofuran / 0 - 23 °C

3: 100 percent / HF / acetonitrile

4: 100 percent / Hg(ClO₄)2; aq. CaCO₃ / tetrahydrofuran

5: 58 percent / aq. NaOAc / ethanol / Heating

With dmap; mercury(II) perchlorate; hydrogen fluoride; sodium acetate; potassium hexamethylsilazane; triethylamine; calcium carbonate; In tetrahydrofuran; ethanol; acetonitrile; 1: silylation / 2: Alkylation / 3: desilylation / 4: Hydrolysis / 5: Substitution;

DOI:10.1016/S0960-894X(00)00464-9

upstream raw materials:

N-methoxylamine hydrochloride

1-[[3,5-Bis(trifluoromethyl)phenyl]methoxy]-3-(3,4-dichloro-phenyl)-5-hydroxy-2-pentanone

methyl 3-(3,4-dichlorophenyl)-2-propenoate

3-(3,4-dichloro-phenyl)-3-(2-hydroxymethyl-[1,3]dithiolan-2-yl)-propan-1-ol