(R)-1-(3-BROMO-1,4-DIMETHOXY-NAPHTHALEN-2-YL)-PROPAN-2-OL

Base Information

• Chemical Name: (R)-1-(3-BROMO-1,4-DIMETHOXY-NAPHTHALEN-2-YL)-PROPAN-2-OL
• CAS No.: 404909-82-6
• Molecular Formula: C₁₅H₁₇BrO₃
• Molecular Weight: 325.202
• Hs Code.: 2909499000
• Mol file: 404909-82-6.mol

Synonyms:(R)-1-(3-BROMO-1,4-DIMETHOXY-NAPHTHALEN-2-YL)-PROPAN-2-OL;(R)-1-(3-Bromo-1,4-dimethoxy-naphthalen-2-yl)-

Chemical Property of (R)-1-(3-BROMO-1,4-DIMETHOXY-NAPHTHALEN-2-YL)-PROPAN-2-OL

Chemical Property:

• Vapor Pressure: 1.91E-08mmHg at 25°C
• Refractive Index: 1.604
• Boiling Point: 438°C at 760 mmHg
• Flash Point: 218.7°C
• PSA: 38.69000
• Density: 1.384g/cm³
• LogP: 3.54280

Purity/Quality:

(R)-1-(3-Bromo-1,4-dimethoxynaphthalen-2-yl)propan-2-ol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-1-(3-BROMO-1,4-DIMETHOXY-NAPHTHALEN-2-YL)-PROPAN-2-OL

There total 6 articles about (R)-1-(3-BROMO-1,4-DIMETHOXY-NAPHTHALEN-2-YL)-PROPAN-2-OL 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: 44.0%

4-chlorophenyl acetate (876-27-7) + 3-bromo-2-(2-hydroxypropyl)-1,4-dimethoxynaphthalene (404908-62-9) → (-)-(R)-3-bromo-2-(2-acetoxypropyl)-1,4-dimethoxynaphthalene + (+)-(S)-3-bromo-2-(2'-hydroxypropyl)-1,4-dimethoxynaphthalene (404909-58-6) + (-)-(R)-3-bromo-2-(2'-hydroxypropyl)-1,4-dimethoxynaphthalene (404909-82-6)

Guidance literature:

With novozyme 435; In toluene; at 60 ℃; for 6h; microwave irradiation;

DOI:10.1016/j.tetasy.2007.06.035

Reference yield:

α-naphthol (90-15-3) → (-)-(R)-3-bromo-2-(2'-hydroxypropyl)-1,4-dimethoxynaphthalene (404909-82-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 77 percent / N-bromosuccinimide / acetic acid; H₂O / 1 h / 65 °C

2: 61 percent / methylaluminum dichloride / CH₂Cl₂ / 2 h / -78 °C

3: sodium dithionite; tetrabutylammonium iodide / tetrahydrofuran; H₂O / 0.33 h

4: 0.398 g / aqueous potassium hydroxide / tetrahydrofuran / 4 h

5: 74 percent / copper(I) chloride; oxygen / palladium(II) chloride / dimethylformamide; H₂O / 24 h / 20 °C

6: triisopropyl borate; (S)-2-(diphenylhydroxymethyl)pyrrolidine; borane-dimethyl sulfide / tetrahydrofuran / 5 h / 20 °C

With potassium hydroxide; N-Bromosuccinimide; sodium dithionite; Triisopropyl borate; (S)-diphenylprolinol; dimethylsulfide borane complex; oxygen; methylaluminum dichloride; tetra-(n-butyl)ammonium iodide; copper(l) chloride; palladium dichloride; In tetrahydrofuran; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; 5: Wacker oxidation;

DOI:10.1016/S0040-4020(01)01120-6

Reference yield:

2-bromo-1,4-naphthoquinone (2065-37-4) → (-)-(R)-3-bromo-2-(2'-hydroxypropyl)-1,4-dimethoxynaphthalene (404909-82-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 61 percent / methylaluminum dichloride / CH₂Cl₂ / 2 h / -78 °C

2: sodium dithionite; tetrabutylammonium iodide / tetrahydrofuran; H₂O / 0.33 h

3: 0.398 g / aqueous potassium hydroxide / tetrahydrofuran / 4 h

4: 74 percent / copper(I) chloride; oxygen / palladium(II) chloride / dimethylformamide; H₂O / 24 h / 20 °C

5: triisopropyl borate; (S)-2-(diphenylhydroxymethyl)pyrrolidine; borane-dimethyl sulfide / tetrahydrofuran / 5 h / 20 °C

With potassium hydroxide; sodium dithionite; Triisopropyl borate; (S)-diphenylprolinol; dimethylsulfide borane complex; oxygen; methylaluminum dichloride; tetra-(n-butyl)ammonium iodide; copper(l) chloride; palladium dichloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 4: Wacker oxidation;

DOI:10.1016/S0040-4020(01)01120-6

upstream raw materials:

3-bromo-2-(2'-oxopropyl)-1,4-dimethoxynaphthalene

4-chlorophenyl acetate

3-bromo-2-(2-hydroxypropyl)-1,4-dimethoxynaphthalene

α-naphthol

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