methyl 3-(2'-bromo-4'-methoxyphenyl-N-methylcarbamoyl)-3-methyl-2-butenoate

Base Information

Chemical Name:methyl 3-(2'-bromo-4'-methoxyphenyl-N-methylcarbamoyl)-3-methyl-2-butenoate
CAS No.:264909-81-1
Molecular Formula:C₁₄H₁₆BrNO₄
Molecular Weight:342.189
Hs Code.:

Synonyms:methyl 3-(2'-bromo-4'-methoxyphenyl-N-methylcarbamoyl)-3-methyl-2-butenoate

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Chemical Property of methyl 3-(2'-bromo-4'-methoxyphenyl-N-methylcarbamoyl)-3-methyl-2-butenoate

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Technology Process of methyl 3-(2'-bromo-4'-methoxyphenyl-N-methylcarbamoyl)-3-methyl-2-butenoate

There total 4 articles about methyl 3-(2'-bromo-4'-methoxyphenyl-N-methylcarbamoyl)-3-methyl-2-butenoate 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%

: 5927-18-4
trimethyl phosphonoacetate

: 264909-79-7
2-bromo-4-methoxy-N-methylpyruvanilide

: 264909-81-1
methyl 3-(2'-bromo-4'-methoxyphenyl-N-methylcarbamoyl)-3-methyl-2-butenoate

Guidance literature:: trimethyl phosphonoacetate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃;

2-bromo-4-methoxy-N-methylpyruvanilide; In tetrahydrofuran; at 20 ℃;
DOI:10.1016/S0040-4020(00)00051-X

Reference yield:

: 32338-02-6
2-bromo-4-methoxyaniline

: 264909-81-1
methyl 3-(2'-bromo-4'-methoxyphenyl-N-methylcarbamoyl)-3-methyl-2-butenoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 84 percent / ethanol; H₂O / 5.5 h / Heating

2.1: 91 percent / NaBH₄ / dimethylsulfoxide / 0.5 h / 120 °C

3.1: 93 percent / Py / CH₂Cl₂ / 20 °C

4.1: BuLi / hexane; tetrahydrofuran / -78 °C

4.2: 88 percent / tetrahydrofuran / 20 °C

With pyridine; sodium tetrahydroborate; n-butyllithium; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; 1.1: Condensation / 2.1: Reduction / 3.1: Acylation / 4.1: Metallation / 4.2: Horner-Emmons reaction;
DOI:10.1016/S0040-4020(00)00051-X

Reference yield:

: 264909-78-6
2-bromo-4-methoxy-N-methylaniline

: 264909-81-1
methyl 3-(2'-bromo-4'-methoxyphenyl-N-methylcarbamoyl)-3-methyl-2-butenoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 93 percent / Py / CH₂Cl₂ / 20 °C

2.1: BuLi / hexane; tetrahydrofuran / -78 °C

2.2: 88 percent / tetrahydrofuran / 20 °C

With pyridine; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane; 1.1: Acylation / 2.1: Metallation / 2.2: Horner-Emmons reaction;
DOI:10.1016/S0040-4020(00)00051-X