(R)-(+)-2,2'-DIMETHOXY-1,1'-BINAPHTHYL

Base Information

• Chemical Name: (R)-(+)-2,2'-DIMETHOXY-1,1'-BINAPHTHYL
• CAS No.: 75685-01-7
• Molecular Formula: C22H18O2
• Molecular Weight: 314.384
• Mol file: 75685-01-7.mol

Synonyms:2-methoxy-1-(2-methoxynaphthyl)naphthalene;(R)-2,2'-dimethoxy-1,1'-binaphthalene;(R)-2,2'-dimethoxy-1,1'-binaphthyl;1,1'-binaphthyl-2,2'-diyl dimethyl ether;(RS)-2,2'-dimethoxy-1,1'-binaphthyl;

Chemical Property of (R)-(+)-2,2'-DIMETHOXY-1,1'-BINAPHTHYL

Chemical Property:

• Melting Point: 227-231oC(lit.)
• PSA: 18.46000
• LogP: 5.67720

Purity/Quality:

98%min ^*data from raw suppliers

1,1'-BI-2-NAPHTHOL DIMETHYL ETHER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N
• Statements: 41
• Safety Statements: 26-36/39-60-61

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-(+)-2,2'-DIMETHOXY-1,1'-BINAPHTHYL

There total 7 articles about (R)-(+)-2,2'-DIMETHOXY-1,1'-BINAPHTHYL 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: 70.0%

(+)-2,2'-dihydroxy-1,1'-binaphthyl (18531-94-7) + dimethyl sulfate (77-78-1) → (+)-2,2'-Dimethoxy-1,1'-binaphthalene (2960-93-2,35294-28-1,75640-87-8,75685-01-7)

Guidance literature:

With sodium hydroxide; In water; at 70 - 80 ℃;

DOI:10.1021/jo00006a025

Reference yield: 70.0%

(-)-2,2'-dihydroxy-1,1'-binaphthyl (602-09-5,18531-94-7,18531-99-2,41024-90-2) + dimethyl sulfate (77-78-1) → (-)-2,2'-Dimethoxy-1,1'-binaphthalene (2960-93-2,35294-28-1,75640-87-8,75685-01-7)

Guidance literature:

With sodium hydroxide; In water; at 70 - 80 ℃;

DOI:10.1021/jo00006a025

Reference yield: 65.0%

1-bromo-2-methoxynaphthalene (3401-47-6) + bis(pinacol)diborane (73183-34-3) → 2-(2-methoxy-naphthalen-1-yl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (269410-05-1) + 2,2'-dimethoxy-1,1'-binaphthyl (75685-01-7)

Guidance literature:

With potassium tetrachloropalladate(II); potassium acetate; at 70 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c2gc16111g

upstream raw materials:

1-iodo-2-methoxynapthalene

2-Methoxynaphthalene

1-bromo-2-methoxynaphthalene

2-methoxynaphthalene-1-boronic acid

Downstream raw materials:

(S)-3,3'-dibromo-2,2'-dimethoxy-1,1'-binaphthalene

(+/-)-2-hydroxy-2'-methoxy-<1,1'-binaphthalene>-3-carboxaldehyde

2,2’-dihydroxy-[1,1’-binaphthalene]-3,3’-dicarbaldehyde

(R)-2,2'-bis(methoxy)-1,1'-binaphthyl-3,3'-dicarbaldehyde

Refernces

• 1、 Bej, Ansuman,Srimani, Dipankar,Sarkar, Amitabha. "Palladium nanoparticle catalysis: Borylation of aryl and benzyl halides and one-pot biaryl synthesis via sequential borylation-Suzuki-Miyaura coupling". experimental part. p. 661 - 667. Retrieved 2012/05/04.
• 2、 Suzuki, Yoshitada,Takeuchi, Kiyoshi,Kodomari, Mitsuo. "Regioselective Halogenation and Dimerization of Alkoxynaphathalenes with Alumina- or Kieselguhr-supported Copper(II) Halides". . p. 426 - 427. Retrieved 2007/10/03.