bromoacetaldehyde ethyl 1-phenylprop-2-enyl acetal

Base Information

• Chemical Name: bromoacetaldehyde ethyl 1-phenylprop-2-enyl acetal
• CAS No.: 110969-19-2
• Molecular Formula: C₁₃H₁₇BrO₂
• Molecular Weight: 285.181
• Mol file: 110969-19-2.mol

Synonyms:bromoacetaldehyde ethyl 1-phenylprop-2-enyl acetal

Chemical Property of bromoacetaldehyde ethyl 1-phenylprop-2-enyl acetal

Chemical Property:

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Technology Process of bromoacetaldehyde ethyl 1-phenylprop-2-enyl acetal

There total 1 articles about bromoacetaldehyde ethyl 1-phenylprop-2-enyl acetal 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: 77.0%

1-Phenyl-2-propen-1-ol (4393-06-0) + ethyl vinyl ether (109-92-2,25104-37-4) → bromoacetaldehyde ethyl 1-phenylprop-2-enyl acetal (110969-19-2)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; at 0 ℃; for 12h;

DOI:10.1021/jo960617s

Reference yield: 68.0%

bromoacetaldehyde ethyl 1-phenylprop-2-enyl acetal (110969-19-2) + bis(pinacol)diborane (73183-34-3) → 2-[(5-ethoxy-2-phenyltetrahydrofuran-3-yl)methyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:

bis(pinacol)diborane; With bathophenanthroline; potassium tert-butylate; copper(l) chloride; In tetrahydrofuran; at 20 ℃; for 0.5h; Sealed tube; Inert atmosphere;

bromoacetaldehyde ethyl 1-phenylprop-2-enyl acetal; In tetrahydrofuran; stereoselective reaction; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.7b00940

Reference yield: 64.0%

bromoacetaldehyde ethyl 1-phenylprop-2-enyl acetal (110969-19-2) + ethyl 2-bromomethyl-2-propenoate (17435-72-2) → 4-(3-carbethoxy-3-butenyl)-2-ethoxy-5-phenyltetrahydrofuran

Guidance literature:

bromoacetaldehyde ethyl 1-phenylprop-2-enyl acetal; With diethylzinc; lithium iodide; bis(acetylacetonate)nickel(II); In tetrahydrofuran; at -78 - 40 ℃; for 12h;

In tetrahydrofuran; at -50 - 0 ℃; for 0.166667h;

ethyl 2-bromomethyl-2-propenoate; In tetrahydrofuran; at -78 - 0 ℃; for 1h;

DOI:10.1021/jo960617s

upstream raw materials:

1-Phenyl-2-propen-1-ol

ethyl vinyl ether

Downstream raw materials:

(RS,SR)-γ-hydroxy-β-methyl-γ-phenylbutanoic acid lactone

trans-3-methyl-4-phenylbutan-4-olide