1-(5-bromopentyl)-4-oxocyclohexa-2,5-dienecarboxylic acid tert-butyl ester

Base Information

Chemical Name:1-(5-bromopentyl)-4-oxocyclohexa-2,5-dienecarboxylic acid tert-butyl ester
CAS No.:945546-43-0
Molecular Formula:C₁₆H₂₃BrO₃
Molecular Weight:343.261
Hs Code.:

Synonyms:1-(5-bromopentyl)-4-oxocyclohexa-2,5-dienecarboxylic acid tert-butyl ester

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Chemical Property of 1-(5-bromopentyl)-4-oxocyclohexa-2,5-dienecarboxylic acid tert-butyl ester

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Technology Process of 1-(5-bromopentyl)-4-oxocyclohexa-2,5-dienecarboxylic acid tert-butyl ester

There total 2 articles about 1-(5-bromopentyl)-4-oxocyclohexa-2,5-dienecarboxylic acid tert-butyl ester 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: 75.0%

: 945546-41-8
1-(5-bromopentyl)cyclohexa-2,5-dienecarboxylic acid tert-butyl ester

: 945546-43-0
1-(5-bromopentyl)-4-oxocyclohexa-2,5-dienecarboxylic acid tert-butyl ester

Guidance literature:: With 3,5-dimethyl-1H-pyrazole; chromium(VI) oxide; In dichloromethane; at -20 ℃; for 1h;
DOI:10.1021/ol070849l

Reference yield:

: 774-65-2
benzoic acid tert-butyl ester

: 945546-43-0
1-(5-bromopentyl)-4-oxocyclohexa-2,5-dienecarboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: liquid NH₃; Li; Na / tetrahydrofuran; 2-methyl-propan-2-ol / -78 °C

1.2: 75 percent / tetrahydrofuran; 2-methyl-propan-2-ol / 1 h / -78 °C

2.1: 75 percent / 3,5-dimethylpyrazole; CrO₃ / CH₂Cl₂ / 1 h / -20 °C

With 3,5-dimethyl-1H-pyrazole; chromium(VI) oxide; ammonia; sodium; lithium; In tetrahydrofuran; dichloromethane; tert-butyl alcohol; 1.1: Birch reduction;
DOI:10.1021/ol070849l