ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate
- Product Name
- ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate
- CAS No.
- 1489-97-0
- Chemical Name
- ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate
- Synonyms
- 1,4-dioxaspiro[4.5]decane-8-carboxylate;129311;dioxaspiro[4.5]decane-8-carboxyL;dioxaspiro[4.5]decane-8-carboxylate;1,4-Dioxa-8-carboethoxyspiro[4.5]decane;Ethyl 1,4-Dioxaspiro[4.5]decan-8-carboxylate;ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate;Ethyl cyclohexanone-4-carboxylate ethylene ketal;Ethyl 4-Oxocyclohexanecarboxylate Ethylene Ketal;1,4-Dioxaspiro[4.5]decane-8-carboxylic Acid Ethyl Ester
- CBNumber
- CB51560548
- Molecular Formula
- C11H18O4
- Formula Weight
- 214.26
- MOL File
- 1489-97-0.mol
ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate Property
- Boiling point:
- 293.0±40.0 °C(Predicted)
- Density
- 1.12±0.1 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Dichloromethane, Ethyl Acetate
- Appearance
- Colorless to light yellow Liquid
- InChI
- InChI=1S/C11H18O4/c1-2-13-10(12)9-3-5-11(6-4-9)14-7-8-15-11/h9H,2-8H2,1H3
- InChIKey
- UXXWGBLTOSRBAY-UHFFFAOYSA-N
- SMILES
- O1C2(CCC(C(OCC)=O)CC2)OCC1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 64617
- Product name
- 1,4-Dioxaspiro[4.5]decane-8-carboxylicAcidEthylEster
- Packaging
- 250mg
- Price
- $650
- Updated
- 2021/12/16
- Product number
- CHM0118302
- Product name
- ETHYL 1,4-DIOXASPIRO[4.5]DECANE-8-CARBOXYLATE
- Purity
- 95.00%
- Packaging
- 250MG
- Price
- $750.75
- Updated
- 2021/12/16
- Product number
- 4006AJ
- Product name
- Ethyl1,4-dioxaspiro[4.5]decane-8-carboxylate
- Packaging
- 100g
- Price
- $917
- Updated
- 2021/12/16
- Product number
- CHM0118302
- Product name
- ETHYL 1,4-DIOXASPIRO[4.5]DECANE-8-CARBOXYLATE
- Purity
- 95.00%
- Packaging
- 2.5G
- Price
- $2035
- Updated
- 2021/12/16
- Product number
- A214539
- Product name
- Ethyl1,4-dioxaspiro[4.5]decane-8-carboxylate
- Purity
- 95%
- Packaging
- 1g
- Price
- $17
- Updated
- 2021/12/16
ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate Chemical Properties,Usage,Production
Uses
ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate can be used in the preparation of arylcyclohexanones analgesics, metalloproteinase inhibitors, benzimidazole derivatives as therapeutic TRPM8 receptor modulators and aposptosis inducing agents.
Synthesis
17159-79-4
107-21-1
1489-97-0
Ethyl 4-oxo-cyclohexanecarboxylate (52.8 g, 0.31 mol), ethylene glycol (67.4 g, 1.08 mol) and p-toluenesulfonic acid (0.7 g) were dissolved in toluene (160 mL) and the reaction mixture was stirred at room temperature. After the reaction was completed, the reaction solution was poured into ether (300 mL), washed sequentially with water, sodium bicarbonate solution and sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give a colorless liquid product. The product was directly used in the next reaction without further purification, yield: 66.5 g (100%).1H-NMR (CDCl3) δ: 1.24 (t, 3H), 1.53 (m, 2H), 1.76 (m, 4H), 1.92 (m, 2H), 2.31 (m, 1H), 3.91 (s, 4H), 4.11 (q, 2H).13C- NMR (CDCl3) δ: 14.28 (q), 26.32 (t), 33.76 (t), 41.59 (d), 60.14 (t), 64.21 (t), 107.90 (d), 174.77 (s). Sec-butanediol (1.08 mol) and p-toluenesulfonic acid (0.7 g) were added to a solution of ethyl 4-oxo-cyclohexanecarboxylate (0.31 mol) in toluene (160 mL) and stirred for 20 hr at 25 °C. At the end of the reaction, ethyl acetate (300 mL) was added, and the organic phase was separated, washed sequentially with water, saturated aqueous sodium bicarbonate solution, and sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and the solvent was removed under reduced pressure. The resulting product can be used in the next reaction without further purification.
References
[1] Synthesis, 1998, # 4, p. 436 - 443
[2] Patent: US2008/306084, 2008, A1. Location in patent: Page/Page column 33-34; 44-45
[3] Patent: US2008/312231, 2008, A1. Location in patent: Page/Page column 17
[4] Patent: US2009/48323, 2009, A1. Location in patent: Page/Page column 14; 16
[5] Patent: US2009/111842, 2009, A1. Location in patent: Page/Page column 8
ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate Preparation Products And Raw materials
Raw materials
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View Lastest Price from ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate manufacturers
- Product
- Ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate 1489-97-0
- Price
- US $3.00-9.00/KG
- Min. Order
- 0.1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2025-06-24
- Product
- ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate 1489-97-0
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-13
- Product
- ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate 1489-97-0
- Price
- US $0.00/gm
- Min. Order
- 100gm
- Purity
- 96%
- Supply Ability
- 1kgs
- Release date
- 2024-09-10