2-bromoallyl 4-nitrobenzoate

Base Information

• Chemical Name: 2-bromoallyl 4-nitrobenzoate
• CAS No.: 1236063-59-4
• Molecular Formula: C₁₀H₈BrNO₄
• Molecular Weight: 286.082
• Mol file: 1236063-59-4.mol

Synonyms:2-bromoallyl 4-nitrobenzoate

Chemical Property of 2-bromoallyl 4-nitrobenzoate

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of 2-bromoallyl 4-nitrobenzoate

There total 3 articles about 2-bromoallyl 4-nitrobenzoate 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%

4-nitro-benzoic acid-(2,3-dibromo-propyl ester) (6065-80-1) → 2-bromoallyl 4-nitrobenzoate (1236063-59-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; at 60 ℃; for 0.5h; regioselective reaction;

DOI:10.1055/s-0030-1258813

Reference yield: 87.0%

allyl 4-nitrobenzoate (15727-80-7) → 2-bromoallyl 4-nitrobenzoate (1236063-59-4)

Guidance literature:

allyl 4-nitrobenzoate; With pyridinium hydrobromide perbromide; In dichloromethane; at 20 ℃; Inert atmosphere;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 - 60 ℃; for 0.2h; Inert atmosphere;

DOI:10.1002/ejoc.201300173

Reference yield: 78.0%

allyl 4-nitrobenzoate (15727-80-7) → 2-bromoallyl 4-nitrobenzoate (1236063-59-4) + 4-nitro-benzoic acid-(2,3-dibromo-propyl ester) (6065-80-1)

Guidance literature:

allyl 4-nitrobenzoate; With pyridinium hydrobromide perbromide; potassium carbonate; In dichloromethane; at 20 ℃; Inert atmosphere;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 - 60 ℃; for 6h; Inert atmosphere;

DOI:10.1002/ejoc.201300173

upstream raw materials:

4-nitro-benzoic acid-(2,3-dibromo-propyl ester)

allyl 4-nitrobenzoate

Refernces

• 1、 Kutsumura, Noriki,Kubokawa, Keisuke,Saito, Takao. "TBAF-promoted elimination of vicinal dibromides having an adjacent O-functional group: Syntheses of 2-bromoalk-1-enes and alkynes". experimental part. p. 2377 - 2382. Retrieved 2011/09/16.
• 2、 Kutsumura, Noriki,Niwa, Kentaro,Saito, Takao. "Novel one-pot method for chemoselective bromination and sequential sonogashira coupling". supporting information; experimental part. p. 3316 - 3319. Retrieved 2010/10/19.