2-bromo-3-<2-<(ethoxycarbonyl)methyl>-1-pyrrolidinyl>-6-methoxy-5-methyl-1,4-benzoquinone

Base Information

• Chemical Name: 2-bromo-3-<2-<(ethoxycarbonyl)methyl>-1-pyrrolidinyl>-6-methoxy-5-methyl-1,4-benzoquinone
• CAS No.: 85096-93-1
• Molecular Formula: C₁₆H₂₀BrNO₅
• Molecular Weight: 386.243

Synonyms:2-bromo-3-<2-<(ethoxycarbonyl)methyl>-1-pyrrolidinyl>-6-methoxy-5-methyl-1,4-benzoquinone

Chemical Property of 2-bromo-3-<2-<(ethoxycarbonyl)methyl>-1-pyrrolidinyl>-6-methoxy-5-methyl-1,4-benzoquinone

Chemical Property:

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Technology Process of 2-bromo-3-<2-<(ethoxycarbonyl)methyl>-1-pyrrolidinyl>-6-methoxy-5-methyl-1,4-benzoquinone

There total 4 articles about 2-bromo-3-<2-<(ethoxycarbonyl)methyl>-1-pyrrolidinyl>-6-methoxy-5-methyl-1,4-benzoquinone 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: 98.0%

2,3-Dibromo-5-methoxy-6-methyl-1,4-benzoquinone (77357-44-9) + homoproline ethyl ester acetate salt (4778-26-1) → 2-bromo-3-<2-<(ethoxycarbonyl)methyl>-1-pyrrolidinyl>-6-methoxy-5-methyl-1,4-benzoquinone (85096-93-1)

Guidance literature:

With potassium carbonate; In benzene; for 10h;

DOI:10.1021/ja00347a055

Reference yield:

2-methoxy-3-methyl-1,4-benzoquinone (2207-57-0) → 2-bromo-3-<2-<(ethoxycarbonyl)methyl>-1-pyrrolidinyl>-6-methoxy-5-methyl-1,4-benzoquinone (85096-93-1)

Guidance literature:

Multi-step reaction with 4 steps

1: aq. Na₂S₂O₄, pH 7.0 / CHCl₃

2: bromine / CHCl₃ / 0.33 h

3: aq. FeCl₃, HCl / methanol / 0.17 h

4: 98 percent / potassium carbonate / benzene / 10 h

With hydrogenchloride; sodium dithionite; bromine; iron(III) chloride; potassium carbonate; In methanol; chloroform; benzene;

DOI:10.1021/ja00347a055

Reference yield:

2-methoxy-3-methylbenzene-1,4-diol (1760-80-1) → 2-bromo-3-<2-<(ethoxycarbonyl)methyl>-1-pyrrolidinyl>-6-methoxy-5-methyl-1,4-benzoquinone (85096-93-1)

Guidance literature:

Multi-step reaction with 3 steps

1: bromine / CHCl₃ / 0.33 h

2: aq. FeCl₃, HCl / methanol / 0.17 h

3: 98 percent / potassium carbonate / benzene / 10 h

With hydrogenchloride; bromine; iron(III) chloride; potassium carbonate; In methanol; chloroform; benzene;

DOI:10.1021/ja00347a055

upstream raw materials:

2,3-Dibromo-5-methoxy-6-methyl-1,4-benzoquinone

homoproline ethyl ester acetate salt

2-methoxy-3-methyl-1,4-benzoquinone

2-methoxy-3-methylbenzene-1,4-diol

Downstream raw materials:

ethyl N-(2-bromo-5-methyl-3,4,6-trimethoxyphenyl)-(E)-α-2-pyrrolidinylideneacetate

ethyl N-(2-bromo-6-methoxy-5-methyl-1,4-benzoquinonyl)-3-oxo-6-aminocaproate

ethyl N-(3-methyl-2,4,5-trimethoxyphenyl)-(E)-α-2-pyrrolidinylideneacetate

ethyl N-(2-bromo-6-methoxy-5-methyl-1,4-benzoquinonyl)-(E)-α-2-pyrrolidinylideneacetate

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