Home Cart Sign in  
Chemical Structure| 1364687-90-0 Chemical Structure| 1364687-90-0

Structure of 1364687-90-0

Chemical Structure| 1364687-90-0

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 1364687-90-0 ]

CAS No. :1364687-90-0
Formula : C9H9FO3
M.W : 184.16
SMILES Code : O=CC1=CC=C(F)C(OC)=C1OC
MDL No. :MFCD22417610

Safety of [ 1364687-90-0 ]

Application In Synthesis of [ 1364687-90-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 1364687-90-0 ]

[ 1364687-90-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 50-00-0 ]
  • [ 363-52-0 ]
  • [ 74-88-4 ]
  • [ 1364687-90-0 ]
YieldReaction ConditionsOperation in experiment
To a solution of 3-fluoro-benzene-l,2-diol (20 g, 156 mmol) in anhydrous acetonitrile (400 mL) was added magnesium chloride (37.1 g, 312 mmol),paraformaldehyde (31.6 g) and triethylamine (134 mL, 975 mmol). The reaction mixture was heated at 80 °C for 8 h. The reaction mixture was cooled to room temperature and the solid was collected by filtration. The solid was treated with cold 2 N HC1 and the aqueous layer was extracted with EtOAc. The organic layer was concentrated in vacuo yielding 20.4 g of crude. After a second run 40.8 g of crude was dissolved in DMF (1 L), cooled to 0 °C, added to Cs2C03 (340 g, 1.04 mol) portion-wise. Then methyl iodide (330 mL, 5.28 mol) was added. After warming to room temperature and stirring overnight the solution was filtered, ethyl acetate was added and the organic layer was washed with water (3 X). After concentration in vacuo the product was purified by Biotage silica gel chromatography (2percent to 3percent to 10percent to 20percent EtOAc/ hexanes) resulting in 14.8 g of dimethoxy compound. This material was dissolved in DCM and cooled to -30 °C and BC13 (1 M in DCM, 134 mL, 0.1343 mol) was added to the solution at -30 °C. After overnight at room temperature, the solution was cooled to -70 °C and BBr3 (1 M in DCM, 67.25 mL, 0.067 mol) was added. After overnight warming to room temperature, the solution was cooled in an ice bath and slowly ice water was added. The DCM layer was separated and the aqueous layer was extracted with DCM (2X). The combined organic layer was extracted with brine (2X), dried over Na2S04, filtered and concentrated in vacuo. After triturating the residue obtained with hexanes/DCM (6:4) the 5.60 g (11percent) yield) of the title compound obtained was a brownish pink solid. This material was used in the next step without further purification. 1H NMR (400 MHz, DMSO-<3/4) delta (ppm): 11.36 (s, 1H), 9.83 (s, 1H), 7.16 - 7.13 (m, 1H), 6.82 - 6.78 (m, 1H), 5.48 (brs,lH). 19F NMR (376 MHz, OMSO-d6 with D20) delta (ppm): - 119.03 - -119.08 (m, IF).
 

Historical Records

Technical Information

Categories