2-allyl-6-methylbenzoic acid

Base Information

• Chemical Name: 2-allyl-6-methylbenzoic acid
• CAS No.: 1344667-71-5
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.215
• Mol file: 1344667-71-5.mol

Synonyms:2-allyl-6-methylbenzoic acid

Chemical Property of 2-allyl-6-methylbenzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 2-allyl-6-methylbenzoic acid

There total 25 articles about 2-allyl-6-methylbenzoic 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: 81.0%

2-iodo-6-methylbenzoic acid (54811-50-6) + allyl bromide (106-95-6) → 2-allyl-6-methylbenzoic acid (1344667-71-5)

Guidance literature:

2-iodo-6-methylbenzoic acid; With methylmagnesium bromide; In tetrahydrofuran; at -30 ℃; for 0.0833333h; Inert atmosphere;

With isopropylmagnesium chloride; In tetrahydrofuran; at -30 ℃; for 1h; Inert atmosphere;

allyl bromide; Further stages;

DOI:10.1002/chem.201403561

Reference yield: 81.0%

ortho-methylbenzoic acid (118-90-1) + N,N-bis(2-methoxyethyl)prop-2-en-1-amine → 2-allyl-6-methylbenzoic acid (1344667-71-5)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; trifluoroacetic acid; at 60 ℃; for 24h; regiospecific reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.8b01762

Reference yield: 79.0%

ortho-methylbenzoic acid (118-90-1) + 3-[allyl(2-cyanoethyl)amino]propanenitrile (20207-02-7) → 2-allyl-6-methylbenzoic acid (1344667-71-5)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; trifluoroacetic acid; at 60 ℃; for 24h; regiospecific reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.8b01762

upstream raw materials:

Allyl acetate

allyl 2-methylbenzoate

2-iodo-6-methylbenzoic acid

allyl bromide

Refernces

• 1、 Chuc, Le Thi Ngoc,Hou, Duen-Ren,Nguyen, Thi Anh Hong. "Acid-base-sensitive allylic oxidation of 2-allylbenzoic acids to form phthalides". . p. 2758 - 2768. Retrieved 2020/04/17.
• 2、 Trita, A. Stefania,Biafora, Agostino,Pichette Drapeau, Martin,Weber, Philip,Goo?en, Lukas J.. "Regiospecific ortho-C?H Allylation of Benzoic Acids". supporting information. p. 14580 - 14584. Retrieved 2018/03/13.