| Identification | Back Directory | [Name]
(1R,2R)-1,2-CYCLOHEXANEDIMETHANOL | [CAS]
65376-05-8 | [Synonyms]
Lurasidone INT 3
Lurasidone KSM/(1R,2R)-1,2-
(1R,2R)-1,2-CYCLOHEXANEDIMETHANOL
1,2-CyclohexanediMethanol, (1R,2R)-
(1R-trans)-1,2-CyclohexanediMethanol
(1R,2R)-cyclohexane-1,2-diyldimethanol
(1R,2R)-1,2-Bis(hydroxymethyl)cyclohexane
[(1R,2R)-2-(hydroxymethyl)cyclohexyl]methanol
Lurasidone KSM/(1R,2R)-1,2-CYCLOHEXANEDIMETHANOL
(1R,2R)-cyclohexane-1,2-diyldiMethanol
(1R,2R)-1,2- | [EINECS(EC#)]
692-053-7 | [Molecular Formula]
C8H16O2 | [MDL Number]
MFCD16660860 | [MOL File]
65376-05-8.mol | [Molecular Weight]
144.211 |
| Chemical Properties | Back Directory | [Melting point ]
63.0 to 67.0 °C | [Boiling point ]
270℃ | [density ]
1.004 | [Fp ]
129℃ | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
14.75±0.10(Predicted) | [color ]
White to Off-White | [InChI]
InChI=1S/C8H16O2/c9-5-7-3-1-2-4-8(7)6-10/h7-10H,1-6H2/t7-,8-/m0/s1 | [InChIKey]
XDODWINGEHBYRT-YUMQZZPRSA-N | [SMILES]
[C@@H]1(CO)CCCC[C@H]1CO |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
(1R,2R)-1,2-Cyclohexanedimethanol (cas# 65376-05-8) is a compound useful in organic synthesis. | [Synthesis]
General procedure for the synthesis of (1R,2R)-1,2-cyclohexanedicarboxylic acid as a raw material for the synthesis of (1R,2R)-1,2-cyclohexanedimethanol: A mixture of (1R,2R)-1,2-cyclohexanedicarboxylic acid (248 g, 1.41 mol), sodium borohydride (159.8 g, 4.2 mol), and iodine (156 g, 0.7 mol) was added to tetrahydrofuran ( THF, 1000 mL), stirred, and reacted at reflux for 5 hours. After completion of the reaction, the reaction mixture was cooled to 0 °C and methanol (500 mL) was added slowly and dropwise. The organic layer was separated, dried with anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure and dried to give the white solid product (1R,2R)-1,2-cyclohexanedimethanol (178 g, 1.709 mol, 88.4% yield) with a melting point of 57-59 °C. | [References]
[1] Patent: CN105732644, 2016, A. Location in patent: Paragraph 0006; 0007
[2] Synthetic Communications, 2015, vol. 45, # 23, p. 2676 - 2682
[3] Tetrahedron, 1965, vol. 21, p. 1701 - 1709
[4] Patent: WO2013/121440, 2013, A1. Location in patent: Page/Page column 27
[5] Patent: WO2016/59649, 2016, A1. Location in patent: Paragraph 20 |
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