Methyl 4-fluoro-3-(prop-2-yn-1-yloxy)benzoate

Base Information

• Chemical Name: Methyl 4-fluoro-3-(prop-2-yn-1-yloxy)benzoate
• CAS No.: 214822-98-7
• Molecular Formula: C₁₁H₉FO₃
• Molecular Weight: 208.189
• Hs Code.: 2916310090
• European Community (EC) Number: 606-780-4
• DSSTox Substance ID: DTXSID901258201
• Mol file: 214822-98-7.mol

Synonyms:214822-98-7;methyl 4-fluoro-3-(prop-2-yn-1-yloxy)benzoate;4-Fluoro-3-prop-2-ynyloxy-benzoic acid methyl ester;methyl 4-fluoro-3-prop-2-ynoxybenzoate;4-Fluoro-3-prop-2-ynyloxy-benzoic acid methylester;Methyl 4-fluoro-3-prop-2-ynyloxy-benzoate;methyl 4-fluoro-3-(prop-2-ynyloxy)benzoate;Methyl 4-fluoro-3-(2-propyn-1-yloxy)benzoate;SCHEMBL5762979;CHUCUSQTVJVXAD-UHFFFAOYSA-N;DTXSID901258201;MFCD15142794;AKOS015851545;AS-5231;Methyl 4-fluoro-3-propargyloxybenzoate;CS-0449741;methyl4-fluoro-3-(prop-2-yn-1-yloxy)benzoate;4-Fluoro-3-prop-2-ynyloxybenzoic acid methyl ester

Chemical Property of Methyl 4-fluoro-3-(prop-2-yn-1-yloxy)benzoate

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 208.05357231
• Heavy Atom Count: 15
• Complexity: 268

Purity/Quality:

98%min ^*data from raw suppliers

4-Fluoro-3-prop-2-ynyloxybenzoic acid methyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(C=C1)F)OCC#C

Technology Process of Methyl 4-fluoro-3-(prop-2-yn-1-yloxy)benzoate

There total 2 articles about Methyl 4-fluoro-3-(prop-2-yn-1-yloxy)benzoate 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: 100.0%

propargyl bromide (106-96-7) + 4-Fluoro-3-hydroxy-benzoic acid methyl ester (214822-96-5) → methyl 4-fluoro-3-(prop-2-ynyloxy)benzoate (214822-98-7)

Guidance literature:

With potassium carbonate; In diethyl ether; acetone;

Reference yield:

4-fluoro-3-hydroxybenzoic acid (51446-31-2) → methyl 4-fluoro-3-(prop-2-ynyloxy)benzoate (214822-98-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄ / methanol

2: K₂CO₃ / acetone

With sulfuric acid; potassium carbonate; In methanol; acetone;

DOI:10.1021/jm060218h

Reference yield:

methyl 4-fluoro-3-(prop-2-ynyloxy)benzoate (214822-98-7) → 3-{cyclobutyl[3-(5-fluoro-1H-indol-3-yl)propyl]amino}-8-fluorochromane-5-carboxamide (843653-25-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: N,N-diethylaniline

2.1: aq. NaOH / ethanol

3.1: CDI / tetrahydrofuran

3.2: NH₃(gas) / tetrahydrofuran

4.1: 60 percent / potassium nitrite; iodine; 18-crown-6 / pyridine / tetrahydrofuran / 20 °C / sonication

5.1: 97 percent / NaBH₄; SiO₂ / CHCl₃; propan-2-ol / 0.5 h / 20 °C

6.1: 61 percent / hydrazine hydrate / Raney Ni / ethanol; tetrahydrofuran / 1 h / 45 °C

7.1: 60 percent / triethylamine / dimethylsulfoxide / 9.5 h / 90 °C

8.1: 78 percent / sodium cyanoborohydride; acetic acid / methanol / 20 °C

With sodium hydroxide; sodium tetrahydroborate; potassium nitrite; 18-crown-6 ether; iodine; silica gel; sodium cyanoborohydride; hydrazine hydrate; acetic acid; triethylamine; 1,1'-carbonyldiimidazole; N,N-diethylaniline; pyridine; nickel; In tetrahydrofuran; methanol; ethanol; chloroform; dimethyl sulfoxide; isopropyl alcohol;

DOI:10.1021/jm060218h

upstream raw materials:

propargyl bromide

4-Fluoro-3-hydroxy-benzoic acid methyl ester

4-fluoro-3-hydroxybenzoic acid

Downstream raw materials:

3-{cyclobutyl[3-(5-fluoro-1H-indol-3-yl)propyl]amino}-8-fluorochromane-5-carboxamide

Refernces

• 1、 -. "3-AMINO CHOMAN AND 2-AMINO TETRALIN DERIVATIVES". Page/Page column 64. . Retrieved 2010/02/10.