3,4-dihydro-6(p-bromophenyl)-2-pyrone

Base Information

• Chemical Name: 3,4-dihydro-6(p-bromophenyl)-2-pyrone
• CAS No.: 102769-18-6
• Molecular Formula: C₁₁H₉BrO₂
• Molecular Weight: 253.095
• Mol file: 102769-18-6.mol

Synonyms:3,4-dihydro-6(p-bromophenyl)-2-pyrone

Chemical Property of 3,4-dihydro-6(p-bromophenyl)-2-pyrone

Chemical Property:

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Technology Process of 3,4-dihydro-6(p-bromophenyl)-2-pyrone

There total 1 articles about 3,4-dihydro-6(p-bromophenyl)-2-pyrone 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:

4-bromo-δ-oxobenzenepentanoic acid (35333-26-7) → 3,4-dihydro-6(p-bromophenyl)-2-pyrone (102769-18-6) + 5-(4-Bromo-phenyl)-5-oxo-pentanoyl chloride (102769-20-0)

Guidance literature:

With ammonium hydroxide; oxalyl dichloride; N,N-dimethyl-formamide; Yield given. Multistep reaction. Yields of byproduct given; 1.) ether, r.t. 6 h, 2.) chloroform, 5 min;

Reference yield: 92.0%

ethanol (64-17-5) + 1-isopropyl-2-nitrosobenzene (67083-38-9) + 3,4-dihydro-6(p-bromophenyl)-2-pyrone (102769-18-6) → ethyl (+)-4-(N-hydroxy-N-(2-isopropylphenyl)amino)-5-(4-bromophenyl)-5-oxopentanoate

Guidance literature:

ethanol; With (S)-3,3'-bis(4''-tert-butylphenyl)-2,2'-(2,2-bisbromo-2-stannopropane-1,3-diyl)-1,1'-binaphthyl; sodium ethanolate; In toluene; at 20 ℃; for 0.5h; Inert atmosphere;

1-isopropyl-2-nitrosobenzene; 3,4-dihydro-6(p-bromophenyl)-2-pyrone; In toluene; at 0 ℃; for 12h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol300146k

Reference yield: 92.0%

1-isopropyl-2-nitrosobenzene (67083-38-9) + sodium ethanolate (141-52-6) + 3,4-dihydro-6(p-bromophenyl)-2-pyrone (102769-18-6) → C22H26BrNO4

Guidance literature:

With ethanol; (S)-3,3'-bis(4''-tert-butylphenyl)-2,2'-(2,2-bisbromo-2-stannopropane-1,3-diyl)-1,1'-binaphthyl; In toluene; at 0 ℃; for 12h; enantioselective reaction;

DOI:10.1002/tcr.201200019

upstream raw materials:

4-bromo-δ-oxobenzenepentanoic acid