(3,4-dichlorophenoxy)methyl 2-(1-hydroxy-1-methylethyl)-4-methylphenyl methyl phosphate

Base Information

• Chemical Name: (3,4-dichlorophenoxy)methyl 2-(1-hydroxy-1-methylethyl)-4-methylphenyl methyl phosphate
• CAS No.: 174867-64-2
• Molecular Formula: C₁₈H₂₁Cl₂O₆P
• Molecular Weight: 435.241
• Mol file: 174867-64-2.mol

Synonyms:

Chemical Property of (3,4-dichlorophenoxy)methyl 2-(1-hydroxy-1-methylethyl)-4-methylphenyl methyl phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3,4-dichlorophenoxy)methyl 2-(1-hydroxy-1-methylethyl)-4-methylphenyl methyl phosphate

There total 8 articles about (3,4-dichlorophenoxy)methyl 2-(1-hydroxy-1-methylethyl)-4-methylphenyl methyl phosphate 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:

(3,4-dichlorophenoxy)methyl 2-<1-(benzyloxymethoxy)-1-methylethyl>-4-methylphenyl methyl phosphate (174867-52-8) → (3,4-dichlorophenoxy)methyl 2-(1-hydroxy-1-methylethyl)-4-methylphenyl methyl phosphate (174867-64-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 0.333333h;

Reference yield:

2-bromo-p-cresol (6627-55-0) → (3,4-dichlorophenoxy)methyl 2-(1-hydroxy-1-methylethyl)-4-methylphenyl methyl phosphate (174867-64-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 65 percent / n-BuLi / hexane; diethyl ether / 1.) room temperature, 2 h, 2.) -78 deg C -> 0 deg C, 1 h

2: 70 percent / N,N-diisopropylethylamine / dimethylformamide

3: 80 percent / N,N-diisopropylethylamine / tetrahydrofuran / 72 h

4: 94 percent / Bu₄NF / tetrahydrofuran / 0.25 h

5: 1.) N,N-diisopropylethylamine, 3.) I₂, pyridine / 1.) THF, -78 deg C, 5 min; 0 deg C, 100 min, 2.) -78 deg C, 1 h, 3.) THF, H₂O, room temperature, 5 min

6: 46 °C

7: 63 percent / Ag₂O / acetonitrile / 48 h / 50 °C

8: H₂ / 10percent Pd on charcoal / methanol / 0.33 h

With pyridine; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; iodine; N-ethyl-N,N-diisopropylamine; silver(l) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

2-Hydroxy-α,α,5-trimethylbenzyl alcohol (78719-73-0) → (3,4-dichlorophenoxy)methyl 2-(1-hydroxy-1-methylethyl)-4-methylphenyl methyl phosphate (174867-64-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 70 percent / N,N-diisopropylethylamine / dimethylformamide

2: 80 percent / N,N-diisopropylethylamine / tetrahydrofuran / 72 h

3: 94 percent / Bu₄NF / tetrahydrofuran / 0.25 h

4: 1.) N,N-diisopropylethylamine, 3.) I₂, pyridine / 1.) THF, -78 deg C, 5 min; 0 deg C, 100 min, 2.) -78 deg C, 1 h, 3.) THF, H₂O, room temperature, 5 min

5: 46 °C

6: 63 percent / Ag₂O / acetonitrile / 48 h / 50 °C

7: H₂ / 10percent Pd on charcoal / methanol / 0.33 h

With pyridine; tetrabutyl ammonium fluoride; hydrogen; iodine; N-ethyl-N,N-diisopropylamine; silver(l) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

(3,4-dichlorophenoxy)methyl 2-<1-(benzyloxymethoxy)-1-methylethyl>-4-methylphenyl methyl phosphate

2-bromo-p-cresol

2-Hydroxy-α,α,5-trimethylbenzyl alcohol

2-(1-hydroxy-1-methylethyl)-4-methylphenyl tert-butyldimethylsilylether

Downstream raw materials:

methyl 2-chloro-4-nitrophenyl phosphate

methyl 2-(1-hydroxy-1-methylethyl)-4-methylphenol cyclic phosphate

Refernces