ETHYL1-METHYL-2-OXOCYCLOPENTANECARBOXYLATE

Base Information

• Chemical Name: ETHYL1-METHYL-2-OXOCYCLOPENTANECARBOXYLATE
• CAS No.: 5453-88-3
• Molecular Formula: C9H14 O3
• Molecular Weight: 170.208
• Hs Code.: 2918300090
• Mol file: 5453-88-3.mol

Synonyms:2-(Ethoxycarbonyl)-2-methyl-1-cyclopentanone;2-Carboxy-2-methylcyclopentanone; 2-Methyl-2-carbethoxycyclopentan-1-one;2-Methyl-2-carbethoxycyclopentanone; Ethyl1-methyl-2-oxocyclopentanecarboxylate; Ethyl2-oxo-1-methylcyclopentane-1-carboxylate; NSC 18906

Chemical Property of ETHYL1-METHYL-2-OXOCYCLOPENTANECARBOXYLATE

Chemical Property:

• Vapor Pressure: 0.0603mmHg at 25°C
• Boiling Point: 232°Cat760mmHg
• Flash Point: 94.3°C
• PSA: 43.37000
• Density: 1.078g/cm³
• LogP: 1.30880

Purity/Quality:

99% ^*data from raw suppliers

ethyl1-methyl-2-oxocyclopentane-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYL1-METHYL-2-OXOCYCLOPENTANECARBOXYLATE

There total 22 articles about ETHYL1-METHYL-2-OXOCYCLOPENTANECARBOXYLATE 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: 94.6%

2-ethoxycarbonyl-1-cyclopentanone (611-10-9) + methyl iodide (74-88-4) → ethyl 1-methyl-2-oxocyclopentane-1-carboxylate (5453-88-3)

Guidance literature:

2-ethoxycarbonyl-1-cyclopentanone; With potassium carbonate; In acetone; at 20 ℃; for 0.25 - 0.5h;

methyl iodide; In acetone; for 1h; Heating / reflux;

Reference yield: 93.0%

methyl-1 oximino-2 cyclopentane carboxylate d'ethyle (85725-99-1) → ethyl 1-methyl-2-oxocyclopentane-1-carboxylate (5453-88-3)

Guidance literature:

With (Bu₄N)₂S₂O₈; In 1,2-dichloro-ethane; for 1.5h; Heating;

DOI:10.1080/00397919908086071

Reference yield: 92.0%

1-methyl-2-semicarbazono-cyclopentanecarboxylic acid ethyl ester → ethyl 1-methyl-2-oxocyclopentane-1-carboxylate (5453-88-3)

Guidance literature:

With (Bu₄N)₂S₂O₈; In 1,2-dichloro-ethane; at 80 ℃; for 1.5h;

DOI:10.1080/00397910008086869

upstream raw materials:

methyl bromide

Sodium; 2-ethoxycarbonyl-cyclopent-1-enolate

dimethyl sulfate

methyl iodide

Downstream raw materials:

2-Carbethoxy-2-methyl-p-tolylcyclopent-1-ene

2-Methylcyclopentanone

rac-2,2-dimethylcyclopentanol

(6-Methyl-1,4-dioxa-spiro[4.4]non-6-yl)-methanol

Refernces

• 1、 Case,Reid. "". . p. 3064. Retrieved 1928.
• 2、 Chen, Kun-Quan,Gao, Zhong-Hua,Ye, Song. "(Dynamic) Kinetic Resolution of Enamines/Imines: Enantioselective N-Heterocyclic Carbene Catalyzed [3+3] Annulation of Bromoenals and Enamines/Imines". supporting information. p. 1183 - 1187. Retrieved 2019/01/04.
• 3、 Blaisdell, Thomas P.,Morken, James P.. "Hydroxyl-Directed Cross-Coupling: A Scalable Synthesis of Debromohamigeran e and Other Targets of Interest". supporting information. p. 8712 - 8715. Retrieved 2015/07/27.