3-(3-Bromo-2-methoxyphenyl)propan-1-ol

Base Information

• Chemical Name: 3-(3-Bromo-2-methoxyphenyl)propan-1-ol
• CAS No.: 88275-73-4
• Molecular Formula: C₁₀H₁₃BrO₂
• Molecular Weight: 245.116
• DSSTox Substance ID: DTXSID20529182
• Wikidata: Q82399406
• Mol file: 88275-73-4.mol

Synonyms:3-(3-Bromo-2-methoxyphenyl)propan-1-ol;88275-73-4;SCHEMBL11145069;DTXSID20529182;EN300-1936901

Chemical Property of 3-(3-Bromo-2-methoxyphenyl)propan-1-ol

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 244.00989
• Heavy Atom Count: 13
• Complexity: 141

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC=C1Br)CCCO

Technology Process of 3-(3-Bromo-2-methoxyphenyl)propan-1-ol

There total 2 articles about 3-(3-Bromo-2-methoxyphenyl)propan-1-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:

2-bromo-6-(2-propenyl)phenol (17269-81-7) → 3-(3-Bromo-2-methoxy-phenyl)-propan-1-ol (88275-73-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / KOt-Bu / 2-methyl-propan-2-ol

2: 1) 9-BBN, 2) H₂O₂, KOH / 1) THF

With potassium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; potassium tert-butylate; dihydrogen peroxide; In tert-butyl alcohol;

DOI:10.1016/0040-4039(84)80039-8

Reference yield:

3-Brom-2-methoxy-1-(2-propenyl)benzol (88275-72-3) → 3-(3-Bromo-2-methoxy-phenyl)-propan-1-ol (88275-73-4)

Guidance literature:

With potassium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; Multistep reaction; 1) THF;

DOI:10.1016/0040-4039(84)80039-8

Reference yield:

3-(3-Bromo-2-methoxy-phenyl)-propan-1-ol (88275-73-4) → 2-{(1R,2R,3R,5R)-5-Hydroxy-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl}-6-[3-(tetrahydro-pyran-2-yloxy)-propyl]-phenol (88275-77-8)

Guidance literature:

Multi-step reaction with 4 steps

1: pyr.*HCl / CH₂Cl₂

2: 77 percent / t-butyllithium, copper iodide, tri-n-butylphosphine / diethyl ether / -78 °C

3: NaBH₄ / methanol

4: 83 percent / lithium n-butyl mercaptide / hexamethylphosphoric acid triamide / 100 °C

With sodium tetrahydroborate; copper(l) iodide; tributylphosphine; tert.-butyl lithium; pyridine hydrochloride; lithium-n-butanethiolate; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane;

DOI:10.1016/0040-4039(84)80039-8

upstream raw materials:

3-Brom-2-methoxy-1-(2-propenyl)benzol

2-bromo-6-(2-propenyl)phenol

Downstream raw materials:

2-[3-(3-Bromo-2-methoxy-phenyl)-propoxy]-tetrahydro-pyran

(2R,3R,4R)-2-{2-Methoxy-3-[3-(tetrahydro-pyran-2-yloxy)-propyl]-benzyl}-4-(tetrahydro-pyran-2-yloxy)-3-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentanone

2-{(1R,2R,3R,5R)-5-Hydroxy-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl}-6-[3-(tetrahydro-pyran-2-yloxy)-propyl]-phenol

2-{(1R,2R,3R,5S)-5-Hydroxy-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl}-6-[3-(tetrahydro-pyran-2-yloxy)-propyl]-phenol