Methyl 4-hydroxy-3-propylbenzoate

Base Information

• Chemical Name: Methyl 4-hydroxy-3-propylbenzoate
• CAS No.: 105211-78-7
• Molecular Formula: C11H14O3
• Molecular Weight: 194.23
• Hs Code.: 2918290000
• DSSTox Substance ID: DTXSID60473099
• Wikidata: Q82302271
• Mol file: 105211-78-7.mol

Synonyms:methyl 4-hydroxy-3-propylbenzoate;105211-78-7;4-Hydroxy-3-propylbenzoic acid methyl ester;methyl 4-hydroxy-3-n-propylbenzoate;SCHEMBL542559;DTXSID60473099;BBGUEJVSGMTLIT-UHFFFAOYSA-N;methyl 4-hydoxy-3-n-propylbenzoate;Methyl-4-hydroxy-3-n-propylbenzoate;methyl 4-hydroxy-3--n-propylbenzoate;AKOS006294705;CS-W006656;DS-0091;FT-0693560;Benzoic acid,4-hydroxy-3-propyl-,methyl ester;A801164;4-hydroxy-3-propylbenzoic acid methyl ester, AldrichCPR;Spiro[cyclopentane-1,3-[3H]indol]-2(1H)-one,5-bromo-

Chemical Property of Methyl 4-hydroxy-3-propylbenzoate

Chemical Property:

• Vapor Pressure: 0.00024mmHg at 25°C
• Refractive Index: 1.53
• Boiling Point: 315.2 °C at 760 mmHg
• PKA: 8.88±0.18(Predicted)
• Flash Point: 132.5 °C
• PSA: 46.53000
• Density: 1.109 g/cm³
• LogP: 2.13130
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 194.094294304
• Heavy Atom Count: 14
• Complexity: 191

Purity/Quality:

98%min ^*data from raw suppliers

4-Hydroxy-3-propylbenzoicacidmethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=C(C=CC(=C1)C(=O)OC)O

Technology Process of Methyl 4-hydroxy-3-propylbenzoate

There total 4 articles about Methyl 4-hydroxy-3-propylbenzoate 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: 88.0%

methyl 3-allyl-4-hydroxybenzoate (53596-60-4) → methyl 4-hydroxy-3-n-propylbenzoate (105211-78-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

Reference yield:

methyl 3-allyl-4-hydroxybenzoate (53596-60-4) → methyl 4-hydroxy-3-n-propylbenzoate (105211-78-7) + methyl 4-hydoxy-3-n-propylbenzoate

Guidance literature:

palladium; In methanol;

Reference yield:

methyl 4-hydroxylbenzoate (99-76-3,156291-94-0) → methyl 4-hydroxy-3-n-propylbenzoate (105211-78-7)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 50 °C

2: N,N-dimethyl-aniline / 18 h / 210 °C

3: hydrogen; palladium 10% on activated carbon / methanol / 24 h / 20 °C

With palladium 10% on activated carbon; hydrogen; potassium carbonate; In methanol; N,N-dimethyl-aniline; N,N-dimethyl-formamide; 2: |Claisen Rearrangement;

DOI:10.1016/j.bmcl.2015.04.080

upstream raw materials:

methyl 3-allyl-4-hydroxybenzoate

methyl 4-hydroxylbenzoate

methyl 4-allyloxybenzoate

Downstream raw materials:

3-(4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-n-propylphenoxy)butyl)-5-(4-methoxyphenyl)-5-methylimidazolidine-2,4-dione

3-(4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-n-propylphenoxy)butyl)-5-methyl-5-phenylimidazolidine-2,4-dione

3-(4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-n-propylphenoxy)butyl)-5-methyl-5-(p-tolyl)imidazolidine-2,4-dione

3-(4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-n-propylphenoxy)butyl)-5-(4-isopropylphenyl)-5-methylimidazolidine-2,4-dione

Refernces

• 1、 Koura, Minoru,Matsuda, Takayuki,Okuda, Ayumu,Watanabe, Yuichiro,Yamaguchi, Yuki,Kurobuchi, Sayaka,Matsumoto, Yuuki,Shibuya, Kimiyuki. "Design, synthesis and pharmacology of 1,1-bistrifluoromethylcarbinol derivatives as liver X receptor β-selective agonists". supporting information. p. 2668 - 2674. Retrieved 2015/06/08.
• 2、 -. "SUBSTITUTED CARBINOL COMPOUND". Page/Page column 15. . Retrieved 2009/09/26.