| Identification | Back Directory | [Name]
Cyclohexanecarboxylic acid, 3-hydroxy- | [CAS]
606488-94-2 | [Synonyms]
3-Hydroxycyclohexanecarboxylic acid
Cyclohexanecarboxylic acid, 3-hydroxy-
3-Hydroxycyclohexane-1-carboxylic acid
3-HydroxycyclohexanecarboxylicAcid(cis-andtrans-mixture)>
3-Hydroxycyclohexanecarboxylic Acid (cis- and trans- Mixture)
3-Hydroxycyclohexanecarboxylic Acid (cis- and trans- mixture) | [Molecular Formula]
C7H12O3 | [MDL Number]
MFCD19228828 | [MOL File]
606488-94-2.mol | [Molecular Weight]
144.168 |
| Chemical Properties | Back Directory | [Melting point ]
130-132 °C(Solv: ethyl ether (60-29-7)) | [Boiling point ]
307.9±35.0 °C(Predicted) | [density ]
1.246±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
4.71±0.13(Predicted) | [color ]
White to Almost white |
| Hazard Information | Back Directory | [Synthesis]
In an autoclave (60 atm), an aqueous solution (500 mL) of m-hydroxybenzoic acid (30 g, 217.20 mmol, 1.00 equiv), Raney Ni (5 g) and sodium hydroxide (6.4 g, 160.00 mmol, 0.74 equiv) was added. After passing hydrogen (60 atm), the reaction mixture was stirred and reacted at 150 °C overnight. After completion of the reaction, it was cooled to room temperature and the solid catalyst was removed by filtration. The filtrate was neutralized with 12 M hydrochloric acid and subsequently extracted with tetrahydrofuran (6 x 100 mL). The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the crude 3-hydroxycyclohexane-1-carboxylic acid (11 g) as a white solid. | [References]
[1] Journal of Organic Chemistry, 1986, vol. 51, # 12, p. 2218 - 2227
[2] Canadian Journal of Chemistry, 1993, vol. 71, # 4, p. 578 - 610
[3] Patent: WO2011/146371, 2011, A1. Location in patent: Page/Page column 23
[4] Patent: WO2014/11902, 2014, A1. Location in patent: Paragraph 00280-00281
[5] Patent: WO2014/194242, 2014, A2. Location in patent: Paragraph 00353-00354 |
|
|