1-methyl-2-phenylcyclopropanecarboxyaldehyde

Base Information

• Chemical Name: 1-methyl-2-phenylcyclopropanecarboxyaldehyde
• CAS No.: 19930-93-9
• Molecular Formula: C₁₁H₁₂O
• Molecular Weight: 160.216
• Mol file: 19930-93-9.mol

Synonyms:1-methyl-2-phenylcyclopropanecarboxyaldehyde

Chemical Property of 1-methyl-2-phenylcyclopropanecarboxyaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-methyl-2-phenylcyclopropanecarboxyaldehyde

There total 8 articles about 1-methyl-2-phenylcyclopropanecarboxyaldehyde 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: 43.0%

1-chloro-3-methyl-1-phenyl-1-[(4-tolyl)sulfinyl]but-3-en-2-ol → 1-methyl-2-phenylcyclopropanecarboxyaldehyde (19930-93-9,175788-15-5)

Guidance literature:

1-chloro-3-methyl-1-phenyl-1-[(4-tolyl)sulfinyl]but-3-en-2-ol; With tert-butylmagnesium chloride; In tetrahydrofuran; Inert atmosphere; Cooling;

With isopropylmagnesium chloride; In tetrahydrofuran; at 20 ℃; Inert atmosphere; Cooling;

DOI:10.1055/s-0031-1260251

Reference yield: 28.0%

2-methylpropenal (78-85-3,25120-30-3) + α,α-diiodotoluene (28000-59-1) → stilbene (588-59-0) + 1-methyl-2-phenylcyclopropanecarboxyaldehyde (19930-93-9,175788-15-5) + benzaldehyde (100-52-7)

Guidance literature:

With indium; In N,N-dimethyl-formamide; at 105 ℃; for 4h;

DOI:10.1016/0040-4020(96)00002-6

Reference yield:

carbon monoxide (201230-82-2) + 1-methylene-2-phenylcyclopropane (29817-09-2,22664-13-7) → C11H12O (1085512-31-7) + 1-methyl-2-phenylcyclopropanecarboxyaldehyde (19930-93-9,175788-15-5)

Guidance literature:

With 2,2',2'',2'''-(1,2-phenylenebis((1S,3S)-tetrahydro-5,8-dioxo-1H-(1,2,4)diazaphospholo(1,2-a)pyridazine-2,1,3(3H)-triyl))tetrakis(N-(1S)-1-phenylethyl)-benzamide; (acetylacetonato)dicarbonylrhodium (l); hydrogen; In tetrahydrofuran; for 15h; under 7757.43 Torr;

DOI:10.1021/acs.joc.8b01431

upstream raw materials:

2-methylpropenal

α,α-diiodotoluene

benzaldehyde

carbon monoxide

Refernces

• 1、 Fukuda, Shigehiko,Tsuji, Kazuhito,Musashi, Jun,Nonaka, Ryo,Kimura, Tsutomu,Satoh, Tsuyoshi. "Aryl(chloro)methyl 4-tolyl sulfoxides: Synthesis and application to the synthesis of α-aryl ketones". experimental part. p. 3615 - 3626. Retrieved 2011/12/16.
• 2、 Reglier, Marius,Julia, Sylvestre A.. "STEREOSELECTIVE CONVERSION OF LITHIATED BENZYLIC OR ALLYLIC 3-METHYL-1(Z),3-BUTADIENYL SULFIDES INTO CIS-DISUBSTITUTED CYCLOPROPANE COMPOUNDS". . p. 2387 - 2390. Retrieved 2007/10/02.