1-Propanone, 1-[3,4-dichloro-5-(2-propenyloxy)phenyl]-

Base Information

• Chemical Name: 1-Propanone, 1-[3,4-dichloro-5-(2-propenyloxy)phenyl]-
• CAS No.: 113730-41-9
• Molecular Formula: C12H12Cl2O2
• Molecular Weight: 259.132
• Mol file: 113730-41-9.mol

Synonyms:

Chemical Property of 1-Propanone, 1-[3,4-dichloro-5-(2-propenyloxy)phenyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Propanone, 1-[3,4-dichloro-5-(2-propenyloxy)phenyl]-

There total 7 articles about 1-Propanone, 1-[3,4-dichloro-5-(2-propenyloxy)phenyl]- 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: 94.0%

3',4'-dichloro-5'-hydroxypropiophenone (113730-39-5) + allyl bromide (106-95-6) → 1-(3-Allyloxy-4,5-dichloro-phenyl)-propan-1-one (113730-41-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1248/cpb.35.3215

Reference yield:

2,3-dichlorophenol (576-24-9) → 1-(3-Allyloxy-4,5-dichloro-phenyl)-propan-1-one (113730-41-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 42 percent / HNO₃ / acetic anhydride; acetic acid / 1 h / 4 - 8 °C

2: 97 percent / potassium carbonate / dimethylformamide / 0.67 h / Heating

3: H₂ / Pd-C (10percent) / ethyl acetate

4: 1.) BCl₃, AlCl₃; 2.) HCl (20percent)

5: 1.) NOSO₄H (45percent); 2.) H₃PO₂ / 1.) H₂SO₄, THF, -25 to 0 deg C, 1.5 h; 2.) 6-10 deg C, 2 h

6: 88 percent / HBr (30percent) / acetic acid / 48 h / Heating

7: 94 percent / potassium carbonate / dimethylformamide / Ambient temperature

With hydrogenchloride; aluminium trichloride; nitrosylsulfuric acid; hydrogen bromide; hydrogen; nitric acid; hypophosphorous acid; boron trichloride; potassium carbonate; palladium on activated charcoal; In acetic anhydride; acetic acid; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1248/cpb.35.3215

Reference yield:

2,3-dichloro-1-methoxy-4-nitrobenzene (105630-54-4) → 1-(3-Allyloxy-4,5-dichloro-phenyl)-propan-1-one (113730-41-9)

Guidance literature:

Multi-step reaction with 5 steps

1: H₂ / Pd-C (10percent) / ethyl acetate

2: 1.) BCl₃, AlCl₃; 2.) HCl (20percent)

3: 1.) NOSO₄H (45percent); 2.) H₃PO₂ / 1.) H₂SO₄, THF, -25 to 0 deg C, 1.5 h; 2.) 6-10 deg C, 2 h

4: 88 percent / HBr (30percent) / acetic acid / 48 h / Heating

5: 94 percent / potassium carbonate / dimethylformamide / Ambient temperature

With hydrogenchloride; aluminium trichloride; nitrosylsulfuric acid; hydrogen bromide; hydrogen; hypophosphorous acid; boron trichloride; potassium carbonate; palladium on activated charcoal; In acetic acid; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1248/cpb.35.3215

upstream raw materials:

3',4'-dichloro-5'-hydroxypropiophenone

allyl bromide

2,3-dichlorophenol

2,3-dichloro-1-methoxy-4-nitrobenzene

Downstream raw materials:

1-(2-Allyl-4,5-dichloro-3-hydroxy-phenyl)-propan-1-one

Refernces