2-(2-Methoxy-6-methylphenyl)acetic acid

Base Information

• Chemical Name: 2-(2-Methoxy-6-methylphenyl)acetic acid
• CAS No.: 151858-71-8
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.203
• DSSTox Substance ID: DTXSID001291488
• Mol file: 151858-71-8.mol

Synonyms:2-(2-methoxy-6-methylphenyl)acetic acid;151858-71-8;(2-methoxy-6-methylphenyl)acetic acid;DTXSID001291488;2-Methoxy-6-methylbenzeneacetic acid;benzeneacetic acid, 2-methoxy-6-methyl-;EN300-1829986

Chemical Property of 2-(2-Methoxy-6-methylphenyl)acetic acid

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-(2-Methoxy-6-methylphenyl)acetic acid

There total 1 articles about 2-(2-Methoxy-6-methylphenyl)acetic acid 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: 72.0%

1-(methylsulfinyl)-1-(methylthio)-2-(2-methoxy-6-methylphenyl)ethylene → (2-methoxy-6-methylphenyl)acetic acid (151858-71-8)

Guidance literature:

With hydrogenchloride; In diethyl ether; for 72h; Heating;

DOI:10.1021/ja00076a036

Reference yield:

(2-methoxy-6-methylphenyl)acetic acid (151858-71-8) → 5-<2-hydroxy-1-(2-methoxy-6-methylphenyl)ethyl>-3a,6a-dihydro-1-methylpyrrolo<3,4-d>-1,2,3-triazole-4,6(1H,5H)-dione

Guidance literature:

Multi-step reaction with 9 steps

1: Et₃N / tetrahydrofuran / 1.) -78 deg C, 15 min, 2.) 0 deg C, 45 min

2: 1.) n-BuLi / 1.) THF, -78 deg C, 15 min, 2.) THF, a) -78 deg C, 15 min, b) RT, 9 h

3: 1.) KN(SiMe₃)2, 2.) trisyl azide, 3.) AcOH

4: 83 percent / NaBH₄ / tetrahydrofuran; H₂O / 42 h / 5 °C

5: 78 percent / H₂ / 10percent Pd/C / ethanol / 24 h / Ambient temperature

6: 80 percent / diethyl ether / 20 h / Ambient temperature

7: 44 percent / 20 h / 120 °C

8: 76 percent / 5N HCl / tetrahydrofuran / 36 h / Ambient temperature

9: 99 percent / toluene / 24 h / Ambient temperature

With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; potassium hexamethylsilazane; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; water; toluene;

DOI:10.1021/ja00076a036

Reference yield:

(2-methoxy-6-methylphenyl)acetic acid (151858-71-8) → <3aR-<1<1S*,3(R*),5R*,6R*>,3aα,6α,7aβ>>-1-<<3-<2-hydroxy-1-(2-methoxy-6-methylphenyl)ethyl>-8-methyl-2,4-dioxo-3,8-diazabicyclo<3.2.1>oct-6-yl>carbonyl>hexahydro-8,8-dimethyl-2,2-dioxo-3H-3a,6-methano-2,1-benzisothiazole (139527-58-5)

Guidance literature:

Multi-step reaction with 11 steps

1: Et₃N / tetrahydrofuran / 1.) -78 deg C, 15 min, 2.) 0 deg C, 45 min

2: 1.) n-BuLi / 1.) THF, -78 deg C, 15 min, 2.) THF, a) -78 deg C, 15 min, b) RT, 9 h

3: 1.) KN(SiMe₃)2, 2.) trisyl azide, 3.) AcOH

4: 83 percent / NaBH₄ / tetrahydrofuran; H₂O / 42 h / 5 °C

5: 78 percent / H₂ / 10percent Pd/C / ethanol / 24 h / Ambient temperature

6: 80 percent / diethyl ether / 20 h / Ambient temperature

7: 44 percent / 20 h / 120 °C

8: 76 percent / 5N HCl / tetrahydrofuran / 36 h / Ambient temperature

9: 99 percent / toluene / 24 h / Ambient temperature

10: 90 percent / dioxane / 5 h / Irradiation

11: 54 percent / dioxane / Irradiation

With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; potassium hexamethylsilazane; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; water; toluene;

DOI:10.1021/ja00076a036

Downstream raw materials:

6-methoxyhomophthalic acid

(2R)-2-amino-2-(2-methoxy-6-methylphenyl)ethyl alcohol

(2R)-2-azido-2-(2-methoxy-6-methylphenyl)ethanol

(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(2-methoxy-6-methyl-phenyl)-ethylamine