ChemicalBook--->CAS DataBase List--->104618-31-7

104618-31-7

104618-31-7 Structure

104618-31-7 Structure
IdentificationBack Directory
[Name]

4-(Phthalimide)cyclohexanol
[CAS]

104618-31-7
[Synonyms]

4-(Phthalimide)cyclohexanol
2-(4-Hydroxycyclohexyl)isoindol-1,3-dione
2-(4-Hydroxycyclohexyl)isoindoline-1,3-dione
1H-Isoindole-1,3(2H)-dione,2-(4-hydroxycyclohexyl)
2-(4-Hydroxycyclohexyl)-1H-isoindole-1,3(2H)-dione
[EINECS(EC#)]

1533716-785-6
[Molecular Formula]

C14H15NO3
[MOL File]

104618-31-7.mol
[Molecular Weight]

245.27
Chemical PropertiesBack Directory
[Boiling point ]

410.1±38.0 °C(Predicted)
[density ]

1.365
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

14.99±0.40(Predicted)
Hazard InformationBack Directory
[Synthesis]

N-Carbethoxyphthalimide

22509-74-6

4-Aminocyclohexanol

6850-65-3

4-(Phthalimide)cyclohexanol

104618-31-7

General procedure for the synthesis of 2-(4-hydroxycyclohexyl)isoindole-1,3-dione from N-ethoxycarbonylphthalimide and 4-aminocyclohexanol: 4-aminocyclohexanol (2.627 g, 22.81 mmol) and 1,3-dioxo-1,3-dihydroisoindole-2-carboxylic acid ethyl ester (5 g, 22.81 mmol) were placed in large test tubes using a heat gun until both were completely melted and continued heating for 5 minutes. After completion of the reaction, the resulting solution was allowed to cool to room temperature and a solid was formed. The solid product was transferred to a flask, dissolved in dichloromethane (CH2Cl2) and purified by column chromatography (75% ethyl acetate/hexane) to afford 4.57 g of 2-(4-hydroxycyclohexyl)isoindole-1,3-dione in 81% yield.LCMS (m/z): [M+H+MeCN]+ = 287.1.

[References]

[1] Patent: US2008/269193, 2008, A1. Location in patent: Page/Page column 33
[2] Patent: WO2013/13188, 2013, A1. Location in patent: Paragraph 00486
[3] Patent: US9416132, 2016, B2. Location in patent: Page/Page column 183; 184
[4] Journal of medicinal chemistry, 1993, vol. 36, # 13, p. 1918 - 1919
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