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Chemical Structure| 103633-30-3 Chemical Structure| 103633-30-3
Chemical Structure| 103633-30-3
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Product Details of [ 103633-30-3 ]

CAS No. :103633-30-3
Formula : C14H13BrO
M.W : 277.16
SMILES Code : BrCC1=CC=CC=C1OCC2=CC=CC=C2
MDL No. :MFCD04038510

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Application In Synthesis of [ 103633-30-3 ]

* 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 [ 103633-30-3 ]

[ 103633-30-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 3381-87-1 ]
  • [ 103633-30-3 ]
YieldReaction ConditionsOperation in experiment
88% With carbon tetrabromide; triphenylphosphine; In diethyl ether; dichloromethane; at -20 - 0℃; for 1h; To a solution of <strong>[3381-87-1]2-benzyloxybenzyl alcohol</strong> (2.0 g, 9.3 mmol, 1.0 equiv) in CH2Cl2 (60 mL) at 0 C. was added PPh3 (3.67 g, 14.0 mmol, 1.5 equiv) and CBr4 (4.64 g, 14.0 mmol, 1.5 equiv). After 30 minutes the reaction was concentrated in-vacuo, then the residue was taken up in Et2O (50 mL) and placed at -20 C. for 30 minutes. The solution was filtered to remove solid Ph3PO and the filtrate was concentrated under reduced pressure. Purification by flash chromatography (hexanes/EtOAc) afforded the title compound (2.28 g, 88%). Rf=0.75 (9:1 Hexane/EtOAc); 1H NMR (600 MHz, CDCl3) δ 4.62 (s, 2H), 5.16 (s, 2H), 6.80-7.10 (m, 2H), 7.20-7.55 (m, 7H); 13C NMR (150 MHz, CDCl3) δ 29.4, 70.3, 112.5, 121.2, 126.8, 127.4, 128.1, 128.8, 130.4, 131.2, 137.1, 156.8.
With phosphorus tribromide; In diethyl ether; C) To a solution of <strong>[3381-87-1]2-benzyloxybenzyl alcohol</strong> (4.83 g) in diethyl ether (40 ml) was added dropwise, at 0 C., a solution of phosphorus tribromide (6.27 g) in diethyl ether (10 ml). The mixture was warmed to ambient temperature, diluted with diethyl ether (100 ml) and filtered through a pad of silica gel washing with 1 litre of diethyl ether. The combined organic solution was washed with saturated aqueous sodium hydrogen carbonate (100 ml) and brine (100 ml), dried (sodium sulphate), filtered and evaporated to give 2-benzyloxybenzyl bromide (5.88 g) as an oil.
 

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