5-Methyl-1H-spiro[cyclopropane-1,3-indole]-2-one

Base Information

• Chemical Name: 5-Methyl-1H-spiro[cyclopropane-1,3-indole]-2-one
• CAS No.: 1360946-84-4
• Molecular Formula: C₁₁H₁₁NO
• Molecular Weight: 173.214
• Mol file: 1360946-84-4.mol

Synonyms:

Chemical Property of 5-Methyl-1H-spiro[cyclopropane-1,3-indole]-2-one

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

5'-Methylspiro[cyclopropane-1,3'-indolin]-2'-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-Methyl-1H-spiro[cyclopropane-1,3-indole]-2-one

There total 2 articles about 5-Methyl-1H-spiro[cyclopropane-1,3-indole]-2-one 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: 73.0%

5-methylindolin-2-one (3484-35-3) + (2-bromoethyl)(diphenyl)sulfonium trifluoromethanesulfonate (247129-85-7) → 5'-methylspiro[cyclopropane-1,3'-indolin]-2'-one (1360946-84-4)

Guidance literature:

5-methylindolin-2-one; (2-bromoethyl)(diphenyl)sulfonium trifluoromethanesulfonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 6h;

DOI:10.1016/j.tet.2018.09.042

Reference yield:

5-methylspiro[indoline-3,2'-oxiran]-2-one + trimethylsulfoxonium iodide (1774-47-6) → 5'-methylspiro[cyclopropane-1,3'-indolin]-2'-one (1360946-84-4)

Guidance literature:

trimethylsulfoxonium iodide; With sodium hydride; In mineral oil; at 25 ℃; for 0.0833333h; Inert atmosphere;

5-methylspiro[indoline-3,2'-oxiran]-2-one; In dimethyl sulfoxide; mineral oil; for 3h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b01840

upstream raw materials:

trimethylsulfoxonium iodide

5-methylindolin-2-one

(2-bromoethyl)(diphenyl)sulfonium trifluoromethanesulfonate

Refernces

• 1、 Qin, Hui,Miao, Yuanyuan,Zhang, Ke,Xu, Jian,Sun, Haopeng,Liu, Wenyuan,Feng, Feng,Qu, Wei. "A convenient cyclopropanation process of oxindoles via bromoethylsulfonium salt". . p. 6809 - 6814. Retrieved 2018/10/20.