Methyl 4-(4-hydroxybutyl)phenylacetate

Base Information

• Chemical Name: Methyl 4-(4-hydroxybutyl)phenylacetate
• CAS No.: 164931-20-8
• Molecular Formula: C13H18O3
• Molecular Weight: 222.284
• DSSTox Substance ID: DTXSID40437538
• Wikidata: Q82253054
• Mol file: 164931-20-8.mol

Synonyms:164931-20-8;methyl 4-(4-hydroxybutyl)phenylacetate;methyl 2-(4-(4-hydroxybutyl)phenyl)acetate;Methyl 2-[4-(4-hydroxybutyl)phenyl]acetate;methyl 4-(4-hydroxy-1-butyl)phenylacetate;SCHEMBL5283099;DTXSID40437538;OPOLFDLQZLGSAM-UHFFFAOYSA-N;FT-0724783

Chemical Property of Methyl 4-(4-hydroxybutyl)phenylacetate

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 222.125594432
• Heavy Atom Count: 16
• Complexity: 195

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)CC1=CC=C(C=C1)CCCCO

Technology Process of Methyl 4-(4-hydroxybutyl)phenylacetate

There total 4 articles about Methyl 4-(4-hydroxybutyl)phenylacetate 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: 97.0%

methyl 2-(4-(4-hydroxybut-1-yn-1-yl)phenyl)acetate (192804-72-1) → methyl 4-(4-hydroxy-1-butyl)phenylacetate (164931-20-8)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; at 20 ℃; for 17h;

Reference yield:

methyl 4-iodophenylacetate (63349-52-0) → methyl 4-(4-hydroxy-1-butyl)phenylacetate (164931-20-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / Et₃N, (Ph₃P)2PdCl₂, CuI / acetonitrile / 3.5 h / 0 - 20 °C

2: 94.5 percent / H₂ / 10percent Pd/C / methanol / 2585.7 Torr

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; hydrogen; triethylamine; palladium on activated charcoal; In methanol; acetonitrile;

DOI:10.1021/jm970094w

Reference yield:

(4-iodophenyl)acetic acid (1798-06-7) → methyl 4-(4-hydroxy-1-butyl)phenylacetate (164931-20-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 4 N HCl / dioxane / 16 h / Ambient temperature

2: PdCl₂(PPh₃)2, CuI, Et₃N / acetonitrile / 3 h / Ambient temperature

3: H₂ / 5percent Pd/C / 4 h / 2068.6 Torr / Ambient temperature

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; hydrogen; triethylamine; palladium on activated charcoal; In 1,4-dioxane; acetonitrile;

DOI:10.1021/jm00011a001

upstream raw materials:

methyl 2-(4-(4-hydroxybut-1-yn-1-yl)phenyl)acetate

methyl 4-iodophenylacetate

(4-iodophenyl)acetic acid

(4-bromo-phenyl)-acetic acid methyl ester

Downstream raw materials:

methyl 4-(4-iodobutyl)phenylacetate

methyl 2-(4-(4-phenylpentyl)phenyl)acetate

methyl 2-(4-(4-phenylpent-4-enyl)phenyl)acetate

methyl 2-(4-(4,4-difluoro-4-phenylbutyl)phenyl)acetate