Ethyl 8-methyl-1,4-dioxaspiro[4.5]decane-8-carboxylate

Base Information

• Chemical Name: Ethyl 8-methyl-1,4-dioxaspiro[4.5]decane-8-carboxylate
• CAS No.: 24730-88-9
• Molecular Formula: C12H20O4
• Molecular Weight: 228.288
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID10597294
• Wikidata: Q82492813
• Mol file: 24730-88-9.mol

Synonyms:24730-88-9;ethyl 8-methyl-1,4-dioxaspiro[4.5]decane-8-carboxylate;1,4-Dioxaspiro[4.5]decane-8-carboxylic acid, 8-methyl-, ethyl ester;Ethyl 8-methyl-1,4-dioxa-spiro[4,5]decane-8-carboxylate;MFCD16036567;SCHEMBL20813;ethyl 8-methyl-1,4-dioxaspiro[4,5]decane-8-carboxylate;Ethyl-8-methyl-1,4-dioxaspiro[4.5]decane-8-carboxylate;SCHEMBL26430770;DTXSID10597294;ethyl 8-methyl-1,4-dioxa-spiro[4.5]decane-8-carboxylate;VFWAGFFGWYTECB-UHFFFAOYSA-N;AMY29089;ZAA73088;AKOS024226530;DS-8909;PB42379;SY128399;DB-308081;CS-0151870;ethyl8-methyl-1,4-dioxaspiro[4.5]decane-8-carboxylate;ethyl 8-methyl-1,4-dioxaspiro[4.5]dec ane-8-carboxylate;ethyl 8-methyl-1,4-dioxaspiro[4.5]decane-8-carbo xylate;8-Methyl-1,4-dioxa-spiro[4.5]decane-8-carboxylic acid ethyl ester

Chemical Property of Ethyl 8-methyl-1,4-dioxaspiro[4.5]decane-8-carboxylate

Chemical Property:

• Boiling Point: 297.0±40.0 °C(Predicted)
• PSA: 44.76000
• Density: 1.10±0.1 g/cm3(Predicted)
• LogP: 1.87290
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 228.13615911
• Heavy Atom Count: 16
• Complexity: 258

Purity/Quality:

99.0% ^*data from raw suppliers

Ethyl 8-methyl-1,4-dioxaspiro[4.5]decane-8-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1(CCC2(CC1)OCCO2)C

Technology Process of Ethyl 8-methyl-1,4-dioxaspiro[4.5]decane-8-carboxylate

There total 3 articles about Ethyl 8-methyl-1,4-dioxaspiro[4.5]decane-8-carboxylate 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: 100.0%

ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate (1489-97-0) + methyl iodide (74-88-4) → ethyl 8-methyl-1,4-dioxa-spiro[4.5]decane-8-carboxylate (24730-88-9)

Guidance literature:

ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate; With n-butyllithium; In tetrahydrofuran; at -78 - 0 ℃; for 0.5h;

methyl iodide; In tetrahydrofuran; at 20 ℃;

Reference yield:

ethyl 4-oxocyclohexane-1-carboxylate (17159-79-4) → ethyl 8-methyl-1,4-dioxa-spiro[4.5]decane-8-carboxylate (24730-88-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / p-TsOH / benzene / 5 h / Heating

2: 1.) i-Pr₂NLi / 1.) pentane, THF, HMPA, -70 deg C, 20 min, 2.) pentane, THF, HMPA, -70 deg C to r.t.

With toluene-4-sulfonic acid; lithium diisopropyl amide; In benzene;

DOI:10.1071/CH9941833

Reference yield:

ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate (1489-97-0) → ethyl 8-methyl-1,4-dioxa-spiro[4.5]decane-8-carboxylate (24730-88-9)

Guidance literature:

With lithium diisopropyl amide; at -78 ℃;

DOI:10.1021/acs.oprd.7b00048

upstream raw materials:

ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate

methyl iodide

ethyl 4-oxocyclohexane-1-carboxylate

Downstream raw materials:

ethyl 1-methyl-4-oxo-1-cyclohexanecarboxylate

4-methyl-4-((trimethylsilyl)ethynyl)cyclohex-2-enone

3-methyl-6-oxo-3-((trimethylsilyl)ethynyl)cyclohex-1-enecarbonitrile

5-methyl-2-oxo-5-((trimethylsilyl)ethynyl)cyclohexanecarbonitrile