2,5-bis(4-tert-butylphenyl)-3,4-bis(hydroxymethyl)furan

Base Information

• Chemical Name: 2,5-bis(4-tert-butylphenyl)-3,4-bis(hydroxymethyl)furan
• CAS No.: 103982-20-3
• Molecular Formula: C₂₆H₃₂O₃
• Molecular Weight: 392.538
• Mol file: 103982-20-3.mol

Synonyms:2,5-bis(4-tert-butylphenyl)-3,4-bis(hydroxymethyl)furan

Chemical Property of 2,5-bis(4-tert-butylphenyl)-3,4-bis(hydroxymethyl)furan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,5-bis(4-tert-butylphenyl)-3,4-bis(hydroxymethyl)furan

There total 7 articles about 2,5-bis(4-tert-butylphenyl)-3,4-bis(hydroxymethyl)furan 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: 100.0%

2,5-bis(4-tert-butylphenyl)-3,4-dicarboxyfuran (103982-19-0) → 2,5-bis(4-tert-butylphenyl)-3,4-bis(hydroxymethyl)furan (103982-20-3)

Guidance literature:

With borane-THF; In tetrahydrofuran; for 24h; Ambient temperature;

DOI:10.1021/jo00372a013

Reference yield:

tert-butylbenzene (253185-03-4,253185-04-5) → 2,5-bis(4-tert-butylphenyl)-3,4-bis(hydroxymethyl)furan (103982-20-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 52.8 percent / AlCl₃ / various solvent(s) / 2.5 h / Ambient temperature

2: 92.3 percent / SnCl₂*2H₂O, AcOH, conc. HCl / 0.08 h / 50 °C

3: BF₃*OEt₂ / 42 h / Ambient temperature

4: 91.5 percent / Br₂ / CHCl₃ / 0.25 h / 0 °C

5: 1.) t-BuLi / 1.) THF, pentane, from -60 to -50 deg C, 30 min, 2.) THF, pentane, from -60 to RT

6: 100 percent / BH₃*THF / tetrahydrofuran / 24 h / Ambient temperature

With hydrogenchloride; aluminium trichloride; borane-THF; boron trifluoride diethyl etherate; bromine; tert.-butyl lithium; acetic acid; tin(ll) chloride; In tetrahydrofuran; chloroform;

DOI:10.1021/jo00372a013

Reference yield:

(E)-1,4-bis(4-(tert-butyl)phenyl)but-2-ene-1,4-dione (103982-14-5) → 2,5-bis(4-tert-butylphenyl)-3,4-bis(hydroxymethyl)furan (103982-20-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 92.3 percent / SnCl₂*2H₂O, AcOH, conc. HCl / 0.08 h / 50 °C

2: BF₃*OEt₂ / 42 h / Ambient temperature

3: 91.5 percent / Br₂ / CHCl₃ / 0.25 h / 0 °C

4: 1.) t-BuLi / 1.) THF, pentane, from -60 to -50 deg C, 30 min, 2.) THF, pentane, from -60 to RT

5: 100 percent / BH₃*THF / tetrahydrofuran / 24 h / Ambient temperature

With hydrogenchloride; borane-THF; boron trifluoride diethyl etherate; bromine; tert.-butyl lithium; acetic acid; tin(ll) chloride; In tetrahydrofuran; chloroform;

DOI:10.1021/jo00372a013

upstream raw materials:

2,5-bis(4-tert-butylphenyl)-3,4-dicarboxyfuran

tert-butylbenzene

(E)-1,4-bis(4-(tert-butyl)phenyl)but-2-ene-1,4-dione

2,5-bis(4-tert-butylphenyl)furan

Downstream raw materials:

2,5-bis(4-tert-butylphenyl)-3,4-diformylfuran