Cyclopropanecarboxaldehyde, 1-methyl-2-phenyl-, cis- (9CI)

Base Information

• Chemical Name: Cyclopropanecarboxaldehyde, 1-methyl-2-phenyl-, cis- (9CI)
• CAS No.: 175788-15-5
• Molecular Formula: C₁₁H₁₂O
• Molecular Weight: 160.216
• Mol file: 175788-15-5.mol

Synonyms:Cyclopropanecarboxaldehyde, 1-methyl-2-phenyl-, cis- (9CI)

Chemical Property of Cyclopropanecarboxaldehyde, 1-methyl-2-phenyl-, cis- (9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopropanecarboxaldehyde, 1-methyl-2-phenyl-, cis- (9CI)

There total 20 articles about Cyclopropanecarboxaldehyde, 1-methyl-2-phenyl-, cis- (9CI) 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:

1-methyl-t-2-phenyl-r-1-cyclopropylmethanol → (2-methyl-2-(2-methylprop-1-en-1-yl)cyclopropyl)benzene (175788-15-5)

Guidance literature:

1-methyl-t-2-phenyl-r-1-cyclopropylmethanol; With 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 0.166667h; Molecular sieve; Inert atmosphere;

With tetrapropylammonium perruthennate; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere; Molecular sieve;

DOI:10.1055/s-0040-1707150

upstream raw materials:

(4R,5R)-2-((1R,2S)-1-Methyl-2-phenyl-cyclopropyl)-[1,3]dioxolane-4,5-dicarboxylic acid diisopropyl ester

(4R,5R)-2-((E)-1-Methyl-2-phenyl-vinyl)-[1,3]dioxolane-4,5-dicarboxylic acid diisopropyl ester

α-methyl-trans-cinnamaldehyde

1,2-O-isopropylidene-3,5-O-[(1S,2R,3S)-(1-methyl-2-phenylcyclopropyl)methylidene]-α-D-xylofuranose

Downstream raw materials:

C₁₂H₁₂

C₂₀H₁₇F₆NO₂S

Refernces

• 1、 Eshon, Josephine,Foarta, Floriana,Landis, Clark R.,Schomaker, Jennifer M.. "α-Tetrasubstituted Aldehydes through Electronic and Strain-Controlled Branch-Selective Stereoselective Hydroformylation". . p. 10207 - 10220. Retrieved 2018/09/06.
• 2、 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.