2,3-Dihydro-6-(3-(2-(hydroxymethyl)phenyl)-2-propen-1-yl)-5-benzofuranol

Base Information

• Chemical Name: 2,3-Dihydro-6-(3-(2-(hydroxymethyl)phenyl)-2-propen-1-yl)-5-benzofuranol
• CAS No.: 120694-96-4
• Molecular Formula: C₁₈H₁₈O₃
• Molecular Weight: 282.339
• UNII: D6ZY7L0DBW
• Nikkaji Number: J274.814B,J326.569B
• ChEMBL ID: CHEMBL172049
• Mol file: 120694-96-4.mol

Synonyms:2,3-dihydro-6-(3-(2-hydroxymethyl)phenyl-2-propenyl)-benzofuranol;L 651896;L-651896

Chemical Property of 2,3-Dihydro-6-(3-(2-(hydroxymethyl)phenyl)-2-propen-1-yl)-5-benzofuranol

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 282.125594432
• Heavy Atom Count: 21
• Complexity: 354

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1COC2=CC(=C(C=C21)O)CC=CC3=CC=CC=C3CO
• Isomeric SMILES: C1COC2=CC(=C(C=C21)O)C/C=C/C3=CC=CC=C3CO

Technology Process of 2,3-Dihydro-6-(3-(2-(hydroxymethyl)phenyl)-2-propen-1-yl)-5-benzofuranol

There total 17 articles about 2,3-Dihydro-6-(3-(2-(hydroxymethyl)phenyl)-2-propen-1-yl)-5-benzofuranol 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: 93.0%

2-<3-(2,3-dihydro-5-hydroxy-6-benzofuranyl)-1-propenyl>benzaldehyde (124854-98-4) → 6-(3-(2-hydroxymethylphenyl)-trans-prop-2-enyl)-5-hydroxy-2,3-dihydrobenzofuran (120694-96-4)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 ℃;

Reference yield: 49.0%

2,3-dihydrobenzofuran-5-ol (40492-52-2) + (E)-3-(2-(hydroxymethyl)phenyl)prop-2-en-1-ol (126080-73-7) → 6-(3-(2-hydroxymethylphenyl)-trans-prop-2-enyl)-5-hydroxy-2,3-dihydrobenzofuran (120694-96-4)

Guidance literature:

With aluminum oxide; In dichloromethane; for 16h;

Reference yield:

6-<3-(2-Cyanophenyl)-2-propenyl>-2,3-dihydro-5-hydroxybenzofuran (124854-97-3) → 6-(3-(2-hydroxymethylphenyl)-trans-prop-2-enyl)-5-hydroxy-2,3-dihydrobenzofuran (120694-96-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) diisobutylaluminium hydride, 2.) 20percent NH₄Cl, aq. HCl / 1.) toluene, 5 deg C, 1 h, 2.) 3 h

2: 93 percent / NaBH₄ / ethanol / 0 °C

With hydrogenchloride; sodium tetrahydroborate; diisobutylaluminium hydride; ammonium chloride; In ethanol;

upstream raw materials:

2-<3-(2,3-dihydro-5-hydroxy-6-benzofuranyl)-1-propenyl>benzaldehyde

(E)-3-(2-Acetoxymethylphenyl)-2-propenyl acetate

6-Bromo-2,3-dihydro-5-tetrahydropyranyloxybenzofuran

2,3-dihydrobenzofuran-5-ol

Downstream raw materials:

6-<3-<2-(hydroxymethyl)phenyl>propyl>-2,3-dihydro-5-benzofuranol