| Identification | Back Directory | [Name]
1-(2-Chloro-6-hydroxyphenyl)ethanone | [CAS]
55736-04-4 | [Synonyms]
oro-6-hydroxyphenyL
1-(2-Chloro-6-hydroxyphenyl)
2'-Chloro-6'-hydroxyacetophenone
1-(2-Chloro-6-hydroxyphenyl)ethanone
Ethanone, 1-(2-chloro-6-hydroxyphenyl)-
1-(2-Chloro-6-hydroxyphenyl)ethan-1-one 97+% | [Molecular Formula]
C8H7ClO2 | [MDL Number]
MFCD00218550 | [MOL File]
55736-04-4.mol | [Molecular Weight]
170.59 |
| Chemical Properties | Back Directory | [Boiling point ]
225.4±20.0 °C(Predicted) | [density ]
1.298±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
9.20±0.10(Predicted) | [Appearance]
Off-white to yellow Solid | [InChI]
InChI=1S/C8H7ClO2/c1-5(10)8-6(9)3-2-4-7(8)11/h2-4,11H,1H3 | [InChIKey]
RUSSVKYJPIADHS-UHFFFAOYSA-N | [SMILES]
C(=O)(C1=C(O)C=CC=C1Cl)C |
| Hazard Information | Back Directory | [Uses]
1-(2-Chloro-6-hydroxyphenyl)ethanone is used for synthesis and structure-activity relationship of novel spiropiperidine-based stearoyl-CoA desaturase-1 inhibitors. | [Preparation]
Preparation by diazotization of 2-amino-6-chloro-acetophenone, followed by hydrolysis of the obtained diazonium salt (55%). | [Synthesis]
1. To a solution of 2-chloro-6-hydroxybenzonitrile (614 mg, 4 mmol) in tetrahydrofuran (THF, 10 mL) under argon protection is slowly added a solution of methylmagnesium bromide in toluene/THF (3:1, 1.4 M, 6.4 mL, 9 mmol). Note: Gas escapes during the reaction.
2. Stir the reaction mixture at room temperature until the escape of gas ceases.
3. Transfer the reaction mixture to a sealed tube and stir overnight at 65°C. 4.
4. upon completion of the reaction, the reaction is quenched with water and acidified with aqueous hydrochloric acid.
5. The organic layer containing 1-(2-chloro-6-hydroxyphenyl)ethanone was extracted with dichloromethane (DCM).
6. The product was purified by column chromatography using dichloromethane/hexane (1:1) as eluent to afford 1-(2-chloro-6-hydroxyphenyl)ethanone (100 mg, 15% yield). | [References]
[1] Patent: WO2010/56631, 2010, A1. Location in patent: Page/Page column 132-134 |
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