Home Cart Sign in  
Chemical Structure| 452-08-4 Chemical Structure| 452-08-4
Chemical Structure| 452-08-4

*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 2-Bromo-4-fluoroanisole

CAS No. :452-08-4
Formula : C7H6BrFO
M.W : 205.02
SMILES Code : COC1=CC=C(F)C=C1Br
MDL No. :MFCD00012014
InChI Key :JIQXVIJARQLCOY-UHFFFAOYSA-N
Pubchem ID :136292

Safety of 2-Bromo-4-fluoroanisole

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 2-Bromo-4-fluoroanisole

* 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 [ 452-08-4 ]

[ 452-08-4 ] Synthesis Path-Downstream   1~11

  • 2
  • [ 452-08-4 ]
  • [ 72955-97-6 ]
YieldReaction ConditionsOperation in experiment
106 ml of 2.5 M butyllithium in hexane are added dropwise at -20 C. to a solution of 2-bromo-4-fluoro-1-methoxy-benzene (50 g) in 1 l of pentane, and stirred for 15 min at -10 C., then cooled to -30 C. Then trimethylborate (30 ml) is added, stirred 30 min at 0 C., cooled to -10 C., followed by the addition of a 32% peracetic solution (103 ml) over 45 min keeping the temperature to below -5 C. and stirring 30 min at 0 C. The mixture is cooled to -10 C., 150 ml of a saturated NaHSO3 solution are added, stirred 1 h at AT, then after adding water, neutralizing with 330 g of NaHCO3 and decanting the pentane, the aqueous layer is extracted with DCM. The organic layer is washed with sodium hydroxide, the aqueous layer is acidified with a concentrated HCl solution, extracted with DCM and the organic layer is dried over MgSO4, filtered and concentrated to dryness. 27.1 g of desired product are obtained.
  • 3
  • [ 452-08-4 ]
  • [ 1068-55-9 ]
  • [ 68-12-2 ]
  • [ 19415-51-1 ]
  • [ 1441770-58-6 ]
  • 4
  • [ 452-08-4 ]
  • [ 68-12-2 ]
  • [ 426831-32-5 ]
  • 1-(5-fluoro-2-methoxyphenyl)-N,N-dimethylmethanamine [ No CAS ]
  • [ 1441770-83-7 ]
  • 5
  • [ 452-08-4 ]
  • [ 68-12-2 ]
  • [ 19415-51-1 ]
YieldReaction ConditionsOperation in experiment
87% [0387] Synthesis of compound 1.2. Into a 3000-mL 3-necked round-bottomed flask under nitrogen, was placed 1.1 (100 g, 487.75 mmol, 1.00 equiv), THF (1.5 L). This was followed by the addition of n-BuLi (215.6 mL) dropwise with stirring at -78 C. The resulting solution was stirred for 1 hour at -78 C. To this was added DMF (71.54 g, 978.79 mmol, 2.01 equiv) dropwise with stirring at -78 C. The reaction was stirred for 1 h at room temperature, and then quenched by the addition of 800 mL of NH4Cl (aq.). The resulting solution was extracted with 500 mL of ethyl acetate, organic layers combined and concentrated under vacuum. The crude was purified by column chromatography to furnish 65.7 g (87%) of 1.2 as a light yellow solid.
86% Into a 2-L 3-necked round-bottomed flask was placed 1.1 (30 g, 146.32 mmol, 1.00 equiv) in THF (600 mL). This was followed by the addition of n-BuLi (70.56 mL) dropwise with stirring at -78 C. over 1 hr. To this was added DMF (21.462 g, 293.62 mmol, 2.01 equiv) dropwise with stirring at -78 C. The reaction was stirred for 1 hour at room temperature. The reaction was then quenched by the addition of 300 mL of NH4Cl (aq). The resulting solution was extracted with 300 mL of EtOAc, the organic layers were combined and concentrated under vacuum. The crude product was purified by column chromatography to furnish 19.4 g (86%) of 1.2 as a yellow solid.
  • 6
  • [ 4394-85-8 ]
  • [ 452-08-4 ]
  • [ 426831-32-5 ]
  • [ 1441770-44-0 ]
  • 7
  • [ 4394-85-8 ]
  • [ 452-08-4 ]
  • [ 19415-51-1 ]
  • 8
  • [ 2591-86-8 ]
  • [ 452-08-4 ]
  • [ 426831-32-5 ]
  • [ 1441770-51-9 ]
  • 10
  • [ 1001-26-9 ]
  • [ 452-08-4 ]
  • 2-bromo-4-fluoroanisole [ No CAS ]
YieldReaction ConditionsOperation in experiment
92% With bis(tri-t-butylphosphine)palladium(0); dicyclohexylmethylamine; lithium chloride; In 1,4-dioxane; at 110℃; for 16h;Inert atmosphere; General procedure: A flask containing LiCl (980 mg,23.1 mmol), 2-bromo-4-fluoroanisole (1.0 mL, 7.7 mmol), DCMA (1.8 mL,8.4 mmol) and <strong>[1001-26-9]ethyl 3-ethoxyacrylate</strong> (3.3 mL, 23 mmol) in 1,4-dioxane(20 mL) was degassed by passing a stream of nitrogen through the mixturefor 10 min. Bis(tri-t-butylphosphine) palladium(0) (166 mg, 0.32 mmol) wasadded, and reaction mixture was heated at reflux under nitrogen for 16 h. Thebrown mixture was then cooled and partitioned between ethyl acetate andwater. The layers were separated, and the organic layer was washedsequentially with aqueous NH4Cl and brine, followed by drying over Na2SO4.The mixture was filtered, and the filtrate was concentrated under reducedpressure to give an oil which was purified by flash chromatography on silica(40 g, 10?50percent ethyl acetate in heptane) to afford 22c as an orange oil (1.93 g,92percent) as an inseparable mixture of E- and Z-isomers: 1H NMR (CDCl3, 500 MHz)alkene protons d: 5.21, 5.33 ppm (1:1 ratio); LCMS (ES): 269.2 (MH). HRMSCalcd for C14H17FO: 269.1184. Found: 269.1196.
  • 11
  • [ 1001-26-9 ]
  • [ 452-08-4 ]
  • [ 104029-18-7 ]
 

Historical Records

Technical Information

Categories