4-[(E)-4-(4-hydroxy-3-methoxyphenyl)hex-3-en-3-yl]-2-methoxyphenol

Base Information

• Chemical Name: 4-[(E)-4-(4-hydroxy-3-methoxyphenyl)hex-3-en-3-yl]-2-methoxyphenol
• CAS No.: 78765-33-0
• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.408
• Mol file: 78765-33-0.mol

Synonyms:3,4-bis(3'-methoxy-4'-hydroxyphenyl)-3-hexene;3,4-bis(3'-methoxy-4'-hydroxyphenyl)-trans-3-hexene;3,4-BMHH

Chemical Property of 4-[(E)-4-(4-hydroxy-3-methoxyphenyl)hex-3-en-3-yl]-2-methoxyphenol

Chemical Property:

• Boiling Point: 460.5oC at 760 mmHg
• Flash Point: 232.3oC
• PSA: 58.92000
• Density: 1.131g/cm3
• LogP: 4.84580
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 328.16745924
• Heavy Atom Count: 24
• Complexity: 382

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=C(CC)C1=CC(=C(C=C1)O)OC)C2=CC(=C(C=C2)O)OC
• Isomeric SMILES: CC/C(=C(/CC)\C1=CC(=C(C=C1)O)OC)/C2=CC(=C(C=C2)O)OC

Technology Process of 4-[(E)-4-(4-hydroxy-3-methoxyphenyl)hex-3-en-3-yl]-2-methoxyphenol

There total 7 articles about 4-[(E)-4-(4-hydroxy-3-methoxyphenyl)hex-3-en-3-yl]-2-methoxyphenol 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:

4,4-bis-(4-hydroxy-3-methoxy-phenyl)-hexan-3-one (102168-94-5) → 3,4-bis-(3'-methoxy-4'-hydroxyphenyl)-3-hexene (78765-33-0)

Guidance literature:

With sodium; butan-1-ol; Erhitzen des Reaktionsprodukts mit wss. H₂SO₄;

DOI:10.1021/ja01598a063

Reference yield:

3,4-bis-(4-hydroxy-3-methoxy-phenyl)-hexane-3,4-diol (14227-21-5) → 3,4-bis-(3'-methoxy-4'-hydroxyphenyl)-3-hexene (78765-33-0)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl; diethyl ether

2: sodium; butan-1-ol / Erhitzen des Reaktionsprodukts mit wss. H₂SO₄

With hydrogenchloride; diethyl ether; sodium; butan-1-ol;

DOI:10.1021/ja01598a063

Reference yield:

3-methoxy-4-<2'-(methoxyethoxy)methoxy>-propiophenone (78765-32-9) → 3,4-bis-(3'-methoxy-4'-hydroxyphenyl)-3-hexene (78765-33-0)

Guidance literature:

With lithium aluminium tetrahydride; titanium(III) chloride; In tetrahydrofuran; 1) r.t., 0.5 h, 2) reflux, 21 h;

DOI:10.1016/S0039-128X(81)90304-4

upstream raw materials:

4,4-bis-(4-hydroxy-3-methoxy-phenyl)-hexan-3-one

3-Guaiacylpropanol

3-methoxy-4-<2'-(methoxyethoxy)methoxy>-propiophenone

vanillin

Refernces

• 1、 Hill, Kenneth A.,Peterson, Dorothy M.,Damodaran, Kalyani M.,Rao, P. Narasimha. "SYNTHESIS OF METABOLIC INTERMEDIATES OF DIETHYLSTILBESTROL". . p. 327 - 344. Retrieved 2007/10/02.