Cyclopropanecarboxylic acid, 1-nitro-2-phenyl-, ethyl ester, (1R,2R)-rel-

Base Information

• Chemical Name: Cyclopropanecarboxylic acid, 1-nitro-2-phenyl-, ethyl ester, (1R,2R)-rel-
• CAS No.: 121157-96-8
• Molecular Formula: C₁₂H₁₃NO₄
• Molecular Weight: 235.24
• Mol file: 121157-96-8.mol

Synonyms:

Chemical Property of Cyclopropanecarboxylic acid, 1-nitro-2-phenyl-, ethyl ester, (1R,2R)-rel-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopropanecarboxylic acid, 1-nitro-2-phenyl-, ethyl ester, (1R,2R)-rel-

There total 6 articles about Cyclopropanecarboxylic acid, 1-nitro-2-phenyl-, ethyl ester, (1R,2R)-rel- 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:

nitroacetic acid ethyl ester (626-35-7) + C10H14Br2S → ethyl 1-nitro-cis-2-phenylcyclopropanecarboxylate (121157-96-8,121157-99-1) + ethyl 1-nitro-trans-2-phenylcyclopropanecarboxylate (121157-96-8,121157-99-1)

Guidance literature:

With potassium carbonate; In dichloromethane; water; at 20 ℃; for 8h; optical yield given as %de;

DOI:10.1021/jo102059p

Reference yield:

nitroacetic acid ethyl ester (626-35-7) + C10H14Br2S → ethyl 1-nitro-cis-2-phenylcyclopropanecarboxylate (121157-96-8,121157-99-1) + ethyl 1-nitro-trans-2-phenylcyclopropanecarboxylate (121157-96-8,121157-99-1)

Guidance literature:

With potassium carbonate; In dichloromethane; water; at 20 ℃; for 8h; optical yield given as %de;

DOI:10.1021/jo102059p

Reference yield:

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) → ethyl 1-nitro-cis-2-phenylcyclopropanecarboxylate (121157-96-8,121157-99-1) + ethyl 1-nitro-trans-2-phenylcyclopropanecarboxylate (121157-96-8,121157-99-1)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / tetrachloromethane; acetonitrile / 0.5 h / 0 °C

2: potassium carbonate / dichloromethane; water / 8 h / 20 °C

With bromine; potassium carbonate; In tetrachloromethane; dichloromethane; water; acetonitrile;

DOI:10.1021/jo102059p

upstream raw materials:

styrene

ethyl 2-nitro-2-diazoacetate

nitroacetic acid ethyl ester

Downstream raw materials:

trans-1-nitro-2-phenylcyclopropane

cis-1-nitro-2-phenylcyclopropane

ethyl 2-nitro-4-phenyl-4-phenylaminobutanoate

ethyl 2,4-dibromo-2-nitro-4-phenylbutanoate

Refernces

• 1、 O'Bannon, P. E.,Dailey, William P.. "NITROCYCLOPROPANES FROM NITRODIAZOMETHANES. PREPARATION AND REACTIVITY". . p. 7341 - 7358. Retrieved 2007/10/02.
• 2、 O'Bannon, P. E.,Dailey, William P.. "THE SYNTHESIS OF NITROCYCLOPROPANES FROM NITRODIAZOMETHANES". . p. 4197 - 4200. Retrieved 2007/10/02.