(3-(4-Bromophenyl)oxetan-3-yl)methanol

Base Information

• Chemical Name: (3-(4-Bromophenyl)oxetan-3-yl)methanol
• CAS No.: 1188264-15-4
• Molecular Formula: C10H11BrO2
• Molecular Weight: 243.1
• Hs Code.: 2932990090
• DSSTox Substance ID: DTXSID10693306
• Nikkaji Number: J3.349.961B
• Wikidata: Q82622347
• Mol file: 1188264-15-4.mol

Synonyms:(3-(4-bromophenyl)oxetan-3-yl)methanol;1188264-15-4;[3-(4-BROMOPHENYL)OXETAN-3-YL]METHANOL;3-(4-Bromophenyl)-3-oxetanemethanol;SCHEMBL12988537;DTXSID10693306;QWACCRJECGGDBD-UHFFFAOYSA-N;MFCD11850047;AKOS015899596;CS-0441814;FT-0728840;E10211;A925732

Chemical Property of (3-(4-Bromophenyl)oxetan-3-yl)methanol

Chemical Property:

• Boiling Point: 332.2±27.0 °C(Predicted)
• PKA: 14.58±0.10(Predicted)
• PSA: 29.46000
• Density: 1.525±0.06 g/cm3(Predicted)
• LogP: 1.70940
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 241.99424
• Heavy Atom Count: 13
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

3-(4-Bromophenyl)-3-(hydroxymethyl)oxetane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CO1)(CO)C2=CC=C(C=C2)Br

Technology Process of (3-(4-Bromophenyl)oxetan-3-yl)methanol

There total 11 articles about (3-(4-Bromophenyl)oxetan-3-yl)methanol 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: 65.0%

2-(4-bromophenyl)-3-hydroxy-2-(hydroxymethyl)propyl 4-methyl benzenesulfonate + 2-(4-bromophenyl)-2-(hydroxymethyl)propane-1,3-diyl bis(4-methylbenzenesulfonate) → [3-(4-bromophenyl)oxetan-3-yl]methanol (1188264-15-4)

Guidance literature:

2-(4-bromophenyl)-3-hydroxy-2-(hydroxymethyl)propyl 4-methyl benzenesulfonate; 2-(4-bromophenyl)-2-(hydroxymethyl)propane-1,3-diyl bis(4-methylbenzenesulfonate); With potassium etoxide; In dichloromethane; at 25 - 35 ℃; for 12h; Inert atmosphere; Large scale;

With acetic acid; at 25 - 35 ℃; for 1.5h; Large scale;

DOI:10.1021/acs.jmedchem.1c01670

Reference yield: 47.0%

{[3-(4-bromophenyl)oxetan-3-yl]methoxy}(tert-butyl)diphenylsilane (1620017-14-2) → [3-(4-bromophenyl)oxetan-3-yl]methanol (1188264-15-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2014.06.024

Reference yield: 17.09%

[1,3]-dioxolan-2-one (96-49-1) + 2-(4-bromophenyl)-2-(hydroxymethyl)propane-1,3-diol (936494-74-5) → [3-(4-bromophenyl)oxetan-3-yl]methanol (1188264-15-4)

Guidance literature:

With potassium hydroxide; In ethanol; at 110 ℃; for 1h;

upstream raw materials:

Ethyl 4-bromophenylacetate

C₁₂H₁₅BrO₄

2-(4-bromophenyl)-2-(hydroxymethyl)propane-1,3-diol

diethyl 2-(4-bromophenyl)-2-(hydroxymethyl)malonate

Downstream raw materials:

methyl 3-(4-bromophenyl)oxetane-3-carboxylate

methyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)oxetane-3-carboxylate

C₂₉H₂₆N₂O₆

3-(4-bromophenyl)oxetane-3-carboxylic acid

Refernces

• 1、 -. "Immunomodulator". . . Retrieved 2021/02/10.
• 2、 Boyd, Scott,Davies, Christopher D.. "A new and versatile synthesis of 3-substituted oxetan-3-yl methyl alcohols". . p. 4117 - 4119. Retrieved 2015/02/19.