1-(3-Bromo-1,4-dimethoxynaphthalen-2-yl)propan-2-ol

Base Information

• Chemical Name: 1-(3-Bromo-1,4-dimethoxynaphthalen-2-yl)propan-2-ol
• CAS No.: 404908-62-9
• Molecular Formula: C₁₅H₁₇BrO₃
• Molecular Weight: 325.202
• Hs Code.: 2909499000
• DSSTox Substance ID: DTXSID40477055
• Mol file: 404908-62-9.mol

Synonyms:404908-62-9;1-(3-Bromo-1,4-dimethoxynaphthalen-2-yl)propan-2-ol;1-(3-Bromo-1,4-dimethoxy-naphthalen-2-yl)-propan -2-ol;DTXSID40477055;3-Hydroxy-7-Methoxy-2-NaphthoicAcid;SB50580;FT-0771559;FT-0771799

Chemical Property of 1-(3-Bromo-1,4-dimethoxynaphthalen-2-yl)propan-2-ol

Chemical Property:

• PSA: 38.69000
• LogP: 3.54280
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 324.03611
• Heavy Atom Count: 19
• Complexity: 287

Purity/Quality:

98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CC1=C(C2=CC=CC=C2C(=C1Br)OC)OC)O

Technology Process of 1-(3-Bromo-1,4-dimethoxynaphthalen-2-yl)propan-2-ol

There total 6 articles about 1-(3-Bromo-1,4-dimethoxynaphthalen-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: 81.0%

3-bromo-2-(2',3'-epoxypropyl)-1,4-dimethoxynaphthalene (404908-61-8) → 3-bromo-2-(2-hydroxypropyl)-1,4-dimethoxynaphthalene (404908-62-9)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 0.25h;

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

Reference yield: 60.0%

methyl magnesium iodide (917-64-6) + 2-(2-bromo-1,4-dimethoxynaphthalen-3-yl)acetaldehyde (960607-56-1) → 3-bromo-2-(2-hydroxypropyl)-1,4-dimethoxynaphthalene (404908-62-9)

Guidance literature:

In diethyl ether; at -78 - 20 ℃; for 18h;

DOI:10.1016/j.tet.2008.01.112

Reference yield:

α-naphthol (90-15-3) → 3-bromo-2-(2-hydroxypropyl)-1,4-dimethoxynaphthalene (404908-62-9)

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 / dimethyldioxirane; potassium carbonate / acetone / cooling

6: 81 percent / lithium aluminum hydride / diethyl ether / 0.25 h / 0 °C

With potassium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; sodium dithionite; 3,3-dimethyldioxirane; methylaluminum dichloride; tetra-(n-butyl)ammonium iodide; potassium carbonate; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetic acid; acetone;

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

upstream raw materials:

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

α-naphthol

2-bromo-1,4-naphthoquinone

2-allyl-3-bromo-1,4-dimethoxy-naphthalene

Downstream raw materials:

(+)-(S)-3-bromo-2-(2'-hydroxypropyl)-1,4-dimethoxynaphthalene

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