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Chemical Structure| 98-81-7 Chemical Structure| 98-81-7

Structure of 98-81-7

Chemical Structure| 98-81-7

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Product Details of [ 98-81-7 ]

CAS No. :98-81-7
Formula : C8H7Br
M.W : 183.05
SMILES Code : C=C(C1=CC=CC=C1)Br
MDL No. :MFCD00012229
InChI Key :SRXJYTZCORKVNA-UHFFFAOYSA-N
Pubchem ID :66828

Safety of [ 98-81-7 ]

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

Application In Synthesis of [ 98-81-7 ]

* 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 [ 98-81-7 ]

[ 98-81-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 98-81-7 ]
  • [ 1195-33-1 ]
  • [ 41024-50-4 ]
  • 2
  • [ 3382-18-1 ]
  • [ 98-81-7 ]
  • [ 74-88-4 ]
  • 6,7-dimethoxy-2-methyl-1-(1-phenylethenyl)-1,2,3,4-tetrahydroisoquinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
88% The solution of 1-phenylethenylmagnesium bromide in THF was cooled to <-50 C in anacetone/liquid nitrogen bath and then the salt 6,7-dimethoxy-2-methyl-3,4-dihydroisoquinolinium iodide (13.52 g, 40.6 mmol; prepared from 6,7-dimethoxy-3,4-dihydroisoquinoline [23] on reaction with excess iodomethane in toluene at room temperature) was added. The mixture was stirred at <-50 C for 90 min and then allowed to warm slowly to room temperature with stirring for 16 h before the careful addition of ice to decompose excess Grignard reagent. The mixture was basified by the addition of 40% aqueous potassium hydroxide and Et2O (150 mL) was added. The organic layer was decanted from the precipitated inorganic salts then centrifuged to remove any residual solids, washed with water (150 mL), and then concentrated. The residue was dissolved in Et2O (240 mL) which had been used, in three portions, to extract the inorganic solids and then the aqueous wash. The ether solution was washed with water (30 mL) then saturated brine (2 × 20 mL), and then dried and passed through a silica plug. Concentration of the solution afforded a solid which recrystallised to give the title compound 3 (11.11 g, 88%) as a pale yellow powder, mp 80-82 C (EtOH). IR (KBr disc): 2768,1514, 1256, 1217, 1143, 783 cm-1; 1H-NMR δ: 7.33-7.28 (m, 2ArH''), 7.22-7.17 (m, 3ArH''), 6.72 (s, ArH), 6.59 (s, ArH), 5.60 (d, J = 1.6 Hz, H2'), 5.34 (d, J = 1.6 Hz, H2'), 4.09 (s, H1), 3.84 (s, OCH3), 3.72 (s, OCH3), 3.10-3.02 (m, 2H), 2.66-2.45 (m, 2H), 2.33 (s, NCH3); 13C-NMR δ: 149.9, 147.9, 147.8, 140.3, 128.9, 128.5, 128.2, 128.0, 127.2, 119.1, 111.6, 110.6, 73.7, 56.3 (2 × OCH3), 52.0, 44.7, 29.4; m/z: 308 (M-H+, 0.5%; Calcd for C20H22NO2 308.1650, found 308.1647), 206 (100),190 (8), 162 (4), 132 (2), 103 (2), 77 (4); Anal. Calcd for C20H23NO2: C, 77.64; H, 7.49; N,4.53. found: C, 77.67; H, 7.64; N, 4.42%.
 

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