Cyclopentaneacetaldehyde, 2-formyl-, (1R,2S)- (9CI)

Base Information

• Chemical Name: Cyclopentaneacetaldehyde, 2-formyl-, (1R,2S)- (9CI)
• CAS No.: 765288-09-3
• Molecular Formula: C₈H₁₂O₂
• Molecular Weight: 140.182
• Mol file: 765288-09-3.mol

Synonyms:Cyclopentaneacetaldehyde, 2-formyl-, (1R,2S)- (9CI)

Chemical Property of Cyclopentaneacetaldehyde, 2-formyl-, (1R,2S)- (9CI)

Chemical Property:

• PSA: 34.14000
• LogP: 1.19060

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopentaneacetaldehyde, 2-formyl-, (1R,2S)- (9CI)

There total 7 articles about Cyclopentaneacetaldehyde, 2-formyl-, (1R,2S)- (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: 20.0%

2-octene-1,8-dial (105582-16-9) → 2-formylcyclopentaneacetaldehyde (100249-23-8,765288-09-3)

Guidance literature:

L-proline; In acetonitrile; at 25 ℃; for 5h;

DOI:10.1016/j.tetlet.2005.10.072

Reference yield:

ethyl 2-(2-ethoxy-2-oxoethyl)cyclopent-1-enecarboxylate (51414-15-4) → 2-formylcyclopentaneacetaldehyde (100249-23-8,765288-09-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / H₂ / Pd/C / ethanol / 1034.3 Torr

2: DIBALH / toluene / 4 h

With hydrogen; diisobutylaluminium hydride; palladium on activated charcoal; In ethanol; toluene;

DOI:10.1002/1522-2675(200201)85:1<96::AID-HLCA96>3.0.CO;2-7

Reference yield:

2-ethoxycarbonyl-1-cyclopentanone (611-10-9) → 2-formylcyclopentaneacetaldehyde (100249-23-8,765288-09-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 69 percent / toluene / 5 h / Heating

2: 92 percent / H₂ / Pd/C / ethanol / 1034.3 Torr

3: DIBALH / toluene / 4 h

With hydrogen; diisobutylaluminium hydride; palladium on activated charcoal; In ethanol; toluene;

DOI:10.1002/1522-2675(200201)85:1<96::AID-HLCA96>3.0.CO;2-7

upstream raw materials:

ethyl 2-(ethoxycarbonyl)cyclopentaneacetate

2-octene-1,8-dial

hept-6-enal

ethyl 2-(2-ethoxy-2-oxoethyl)cyclopent-1-enecarboxylate

Refernces

• 1、 Guandalini, Luca,Dei, Silvia,Gualtieri, Fulvio,Romanelli, Maria Novella,Scapecchi, Serena,Teodori, Elisabetta,Varani, Katia. "Synthesis of hexahydro-2-pyrindine (=hexahydrocyclopenta[c]pyridine) derivatives as conformationally restricted analogs of the nicotinic ligands arecolone and isoarecolone". . p. 96 - 107. Retrieved 2007/10/03.