| Identification | Back Directory | [Name]
ethyl 4-oxocyclohexaneacetate | [CAS]
58012-34-3 | [Synonyms]
ethyl 4-oxocyclohexaneacetate
ethyl 4-oxocyclohexaneacetate-26
ethyl 2-(4-oxocyclohexyl)acetate
Ethyl (4-oxocyclohex-1-yl)acetate
Ethyl (4-oxocyclohex-1-yl)acetate 95%
4-Oxocyclohexaneacetic acid ethyl ester
Ethyl 2-(4-Oxocyclohexyl)Acetate(WXC03040)
2-(4-Oxocyclohexyl)acetic Acid Ethyl Ester
(4-Oxo-cyclohexyl)-acetic acid ethyl ester
(4-Oxocyclohex-1-yl)acetic acid ethyl ester, Ethyl 2-(4-oxocyclohex-1-yl)ethanoate | [Molecular Formula]
C10H16O3 | [MDL Number]
MFCD11045783 | [MOL File]
58012-34-3.mol | [Molecular Weight]
184.233 |
| Chemical Properties | Back Directory | [Boiling point ]
266℃ | [density ]
1.040 | [refractive index ]
1.45 | [Fp ]
112℃ | [storage temp. ]
Inert atmosphere,Store in freezer, under -20°C | [form ]
clear liquid | [color ]
Colorless to Light yellow to Light orange | [InChI]
InChI=1S/C10H16O3/c1-2-13-10(12)7-8-3-5-9(11)6-4-8/h8H,2-7H2,1H3 | [InChIKey]
XHNJFNLTFMAPQB-UHFFFAOYSA-N | [SMILES]
C1(CC(OCC)=O)CCC(=O)CC1 |
| Hazard Information | Back Directory | [Synthesis]
To acetone (720 mL) was added 10 g (43.8 mmol, 1 eq.) of ethyl (1,4-dioxaspiro[4.5]dec-8-yl)acetate followed by 1 N hydrochloric acid (180 mL). The reaction mixture was heated to reflux for 2 hours. After completion of the reaction, it was cooled to room temperature, diluted with ethyl acetate (100 mL) and washed with deionized water (100 mL). The aqueous layer was back-extracted twice with ethyl acetate (100 mL), all the organic layers were combined, dried with anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to give 7.57 g (94% yield) of ethyl 4-oxocyclohexaneacetate as a clear oil. The product was characterized by 1H-NMR (CDCl3): δ 4.16 (q, 2H), 2.40 (m, 4H), 2.32 (m, 2H), 2.28 (m, 1H), 2.10 (m, 2H), 1.49 (m, 2H), 1.28 (t, 3H); TLC Rf = 0.32 (unfolding reagent ratio of ethyl acetate/hexanes 3:7). | [References]
[1] Patent: WO2005/10008, 2005, A1. Location in patent: Page/Page column 105-106
[2] Angewandte Chemie - International Edition, 2010, vol. 49, # 33, p. 5693 - 5697
[3] Patent: WO2006/44524, 2006, A1. Location in patent: Page/Page column 46-47
[4] Angewandte Chemie - International Edition, 2007, vol. 46, # 33, p. 6278 - 6283
[5] Tetrahedron, 1995, vol. 51, # 37, p. 10259 - 10280 |
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