trans-3-[4-Hydroxy-3-methoxyphenyl]-2-propenoic acid 4-bromobutyl ester

Base Information

• Chemical Name: trans-3-[4-Hydroxy-3-methoxyphenyl]-2-propenoic acid 4-bromobutyl ester
• CAS No.: 410071-23-7
• Molecular Formula: C14H17BrO4
• Molecular Weight: 329.191
• DSSTox Substance ID: DTXSID701185929
• Nikkaji Number: J3.005.603E
• Mol file: 410071-23-7.mol

Synonyms:IWKLPOJPPIBQHO-FNORWQNLSA-N;DTXSID701185929;Ferulic acid 4-(bromo)butyl ester;4-Bromobutyl (2E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate;trans-3-[4-hydroxy-3-methoxyphenyl]-2-propenoic acid 4-bromobutyl ester;410071-23-7

Chemical Property of trans-3-[4-Hydroxy-3-methoxyphenyl]-2-propenoic acid 4-bromobutyl ester

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 328.03102
• Heavy Atom Count: 19
• Complexity: 293

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C=CC(=O)OCCCCBr)O
• Isomeric SMILES: COC1=C(C=CC(=C1)/C=C/C(=O)OCCCCBr)O

Technology Process of trans-3-[4-Hydroxy-3-methoxyphenyl]-2-propenoic acid 4-bromobutyl ester

There total 4 articles about trans-3-[4-Hydroxy-3-methoxyphenyl]-2-propenoic acid 4-bromobutyl ester 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: 77.0%

1,4-dibromo-butane (110-52-1) + (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) → (E)-4-bromobutyl 3-(4-hydroxy-3-methoxyphenyl)acrylate (410071-23-7)

Guidance literature:

With triethylamine; In acetone; at 50 ℃; for 4h;

DOI:10.1039/c4ob00023d

Reference yield: 46.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) → (E)-4-bromobutyl 3-(4-hydroxy-3-methoxyphenyl)acrylate (410071-23-7)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; at 20 ℃; for 4h;

Reference yield: 46.0%

→ (E)-4-bromobutyl 3-(4-hydroxy-3-methoxyphenyl)acrylate (410071-23-7)

Guidance literature:

upstream raw materials:

tetrahydrofuran

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

1,4-dibromo-butane

Downstream raw materials:

(E)-4-(nitrooxy)butyl 3-(4-hydroxy-3-methoxyphenyl)acrylate

(±)-(E)-2-methoxy-4-(3-(4-(nitrooxy)butoxy)-3-oxoprop-1-en-1-yl)phenyl 2-(1-(2-chloroacetoxy)pentyl)benzoate

(+/-)-(E)-2-[2-(morpholinoacetoxy)pentyl]benzoic acid {2-methoxy-4-[2-(4-nitrooxybutoxycarbonyl)vinyl]}phenyl ester hydrochloride

(+/-)-(E)-2-[2-(diethylaminoacetoxy)pentyl]benzoic acid {2-methoxy-4-[2-(4-nitrooxybutoxycarbonyl)vinyl]}phenyl ester hydrochloride

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