methyl 2-methoxycarbonyl-3-(4-chlorophenyl)-5-oxohexanoate

Base Information

• Chemical Name: methyl 2-methoxycarbonyl-3-(4-chlorophenyl)-5-oxohexanoate
• CAS No.: 1339109-10-2
• Molecular Formula: C₁₅H₁₇ClO₅
• Molecular Weight: 312.75
• Mol file: 1339109-10-2.mol

Synonyms:methyl 2-methoxycarbonyl-3-(4-chlorophenyl)-5-oxohexanoate

Chemical Property of methyl 2-methoxycarbonyl-3-(4-chlorophenyl)-5-oxohexanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of methyl 2-methoxycarbonyl-3-(4-chlorophenyl)-5-oxohexanoate

There total 1 articles about methyl 2-methoxycarbonyl-3-(4-chlorophenyl)-5-oxohexanoate 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: 93.0%

4-(4-chlorophenyl)-3-buten-2-one (3160-40-5) + malonic acid dimethyl ester (108-59-8) → methyl 2-methoxycarbonyl-3-(4-chlorophenyl)-5-oxohexanoate (1339109-10-2)

Guidance literature:

With Rasta resin-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene; at 60 ℃; for 15h;

DOI:10.1016/j.jcat.2011.09.032

Reference yield: 77.0%

methyl 2-methoxycarbonyl-3-(4-chlorophenyl)-5-oxohexanoate (1339109-10-2) → methyl 3-(4-chlorophenyl)-5-oxohexanoate (131119-27-2)

Guidance literature:

methyl 2-methoxycarbonyl-3-(4-chlorophenyl)-5-oxohexanoate; With sodium hydroxide; In tetrahydrofuran; water; at 0 - 23 ℃; for 3h; Inert atmosphere;

In water; dimethyl sulfoxide; at 160 ℃; for 3h;

DOI:10.1021/acs.orglett.9b00807

Reference yield:

methyl 2-methoxycarbonyl-3-(4-chlorophenyl)-5-oxohexanoate (1339109-10-2) → Baclofen hydrochloride (70206-22-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / water; tetrahydrofuran / 3 h / 0 - 23 °C / Inert atmosphere

1.2: 3 h / 160 °C

2.1: O-benzenesulfonyl-acetohydroxamic acid ethyl ester; toluene-4-sulfonic acid / methanol / 12 h / Inert atmosphere; Reflux

2.2: 16 h / 100 °C / Inert atmosphere

With O-benzenesulfonyl-acetohydroxamic acid ethyl ester; toluene-4-sulfonic acid; sodium hydroxide; In tetrahydrofuran; methanol; water;

DOI:10.1021/acs.orglett.9b00807

upstream raw materials:

4-(4-chlorophenyl)-3-buten-2-one

malonic acid dimethyl ester

Downstream raw materials:

methyl 3-(4-chlorophenyl)-5-oxohexanoate

Baclofen hydrochloride