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[ CAS No. 1563-38-8 ]

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Chemical Structure| 1563-38-8
Chemical Structure| 1563-38-8
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Product Details of [ 1563-38-8 ]

CAS No. :1563-38-8 MDL No. :MFCD00075382
Formula : C10H12O2 Boiling Point : -
Linear Structure Formula :- InChI Key :N/A
M.W :164.20 g/mol Pubchem ID :15278
Synonyms :

Safety of [ 1563-38-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1563-38-8 ]

  • Downstream synthetic route of [ 1563-38-8 ]

[ 1563-38-8 ] Synthesis Path-Downstream   1~17

  • 1
  • [ 1563-38-8 ]
  • [ 50893-53-3 ]
  • [ 101506-44-9 ]
YieldReaction ConditionsOperation in experiment
84% With pyridine In dichloromethane for 5h; Ambient temperature;
84% With pyridine In dichloromethane; water 23.a (a) (a) Synthesis of 1-chloroethyl 2,3-dihydro-2,2-dimethyl-7-benzofuranyl carbonate 21.5 g (0.15 mole) of 1-chloroethylchloroformate are added in a single portion to a solution of 2,3-dihydro-2,2-dimethyl-7-benzofuranol (24.6 g; 0.15 mole) in dichloromethane (150 ml). The mixture is cooled to between 0° and 5° C., and 12 g (0.15 mole) of pyridine are added dropwise. The mixture is stirred for 3 hours at 20° C. The organic phase is then washed with 2*50 ml of iced water. It is dried over magnesium sulphate and the solvent is evaporated. A yellow oil is obtained which is distilled. 34.1 g of the expected carbonate is then recovered (84% yield). B.p. 127° C./66.6 Pa (0.5 mm Hg).
  • 2
  • [ 1563-38-8 ]
  • [ 84428-21-7 ]
YieldReaction ConditionsOperation in experiment
95% With potassiuim nitrosodisulfonate In ethanol; water at 20℃; for 1h;
84% With potassium nitrososulfonate In ethanol; water for 0.166667h; B.1 To a solution of 2,3-dihydro-2,2-dimethyl-7-benzofuranol (10.13 g, 61.7 mmol) in water/ethanol (7/3, 450 mL) was added potassium nitrosodisulfonate (Fremy 'USD salt, 48.26 g, 179 mmol) in seven portions. After stirring for additional 10 min, the reaction was diluted with water (-900 mL) and extracted with dichloromethane. The combined organic extracts were washed with water (400 mL), brine (400 mL), and concentrated in vacuo. Purification by flash chromatography afforded 2,2-dimethyl-2,3-dihydrobenzofuran-4,7-dione (9.23 g, 84%) as colorless oil.
With potassiuim nitrosodisulfonate; sodium acetate; acetic acid In methanol; water at 25℃; for 1h;
  • 3
  • [ 1563-38-8 ]
  • [ 22128-62-7 ]
  • [ 132905-88-5 ]
YieldReaction ConditionsOperation in experiment
73.5% With sodium hydroxide; adogen 464 In water; benzene at 5℃; for 0.666667h;
  • 4
  • [ 1563-38-8 ]
  • [ 106-95-6 ]
  • [ 87386-25-2 ]
YieldReaction ConditionsOperation in experiment
97% With potassium carbonate In acetone for 60h; Heating;
  • 5
  • methallylpyrocatechol [ No CAS ]
  • [ 1563-38-8 ]
YieldReaction ConditionsOperation in experiment
84% With iodine In dichloromethane for 0.5h; Ambient temperature;
  • 6
  • [ 1563-38-8 ]
  • [ 19810-32-3 ]
  • [ 222641-43-2 ]
YieldReaction ConditionsOperation in experiment
66% With triethylamine In benzene for 18h; Heating;
  • 7
  • [ 1563-66-2 ]
  • [ 1563-38-8 ]
YieldReaction ConditionsOperation in experiment
77% With potassium hydroxide In ethanol
With sodium hydroxide In water at 70℃; for 1h; 2.1. Reagents and solutions Solution 1.0 103 mol L-1 of carbofuran was prepared bydissolving 0.022 g of the compound in 100 mL solution of0.1 mol L1 NaOH which was heated for 1 hour in a temperatureof 70 C for the complete hydrolization of carbofuran tocarbofuran-phenol [32].
  • 8
  • [ 1563-38-8 ]
  • [ 358-23-6 ]
  • [ 308110-31-8 ]
YieldReaction ConditionsOperation in experiment
100% With pyridine In dichloromethane at 20℃; for 1.5h; 15.1 Step 1: 2,2-dimethyl-2,3-dihydrobenzofuran-7-yl trifluoromethanesulfonate To a solution of 2,2-dimethyl-2,3-dihydrobenzofuran-7-ol (190 µL, 1.27 mmol) and pyridine (206 µL, 2.55 mmol) in DCM (1.3 mL) at 0 °C was added triflic anhydride (287 µL, 1.56 mmol) in DCM (0.50 mL) dropwise. After complete addition, the mixture was warmed to room temperature and stirred for 1.5 hrs. The reaction was then diluted in EtOAc (10 mL) and washed with 1 N HCl (10 ml), NaHCO3 (aq) (10 mL) and brine (10 mL). The organic layer was dried with sodium sulfate and condensed to yield 2,2-dimethyl-2,3-dihydrobenzofuran-7-yl trifluoromethanesulfonate (380 mg, 1.28 mmol, 100% yield) as a yellow oil. 1H NMR (500 MHz, DMSO-d6) δ 7.28 (d, J = 7.4, 1.2 Hz, 1H), 7.21 (d, J = 8.3, 1.3 Hz, 1H), 6.91 (t, J = 8.4, 7.3 Hz, 1H), 3.13 (s, J = 1.1 Hz, 2H), 1.45 (s, 6H). 19F NMR (470 MHz, DMSO-d6) δ -73.44 (3F).
With pyridine In dichloromethane at 25℃; for 1h;
  • 9
  • [ 1563-38-8 ]
  • [ 109-64-8 ]
  • [ 250289-95-3 ]
YieldReaction ConditionsOperation in experiment
55% With potassium carbonate; potassium iodide In acetone for 10h; Heating;
  • 10
  • [ 1563-38-8 ]
  • [ 3132-64-7 ]
  • [ 250289-99-7 ]
YieldReaction ConditionsOperation in experiment
80% With potassium carbonate at 20℃; for 25h; Heating;
  • 11
  • [ 1563-38-8 ]
  • 4,6-dibromo-2,2-dimethyl-2,3-dihydrobenzofuran-7-alcohol [ No CAS ]
YieldReaction ConditionsOperation in experiment
83% With bromine In chloroform at 20℃; for 1.5h;
83% With bromine In chloroform at 0℃; for 1.5h;
67% With bromine In chloroform at 25℃; for 2h;
67.3% With bromine In chloroform at 0 - 20℃; for 2h; 2 Embodiment 2:4,6-dibromo-2,2-dimethyl-2,3-dihydrobenzofuran-7-alcohol (V) of preparation [0088]Take 1g raw material 2,2-dimethyl -2,3-dihydrobenzofuran-7- alcohol(IV) (6.0mmol) in soluble to chloroform (35 ml) and reaches 0 °C slowly sloly instillment liquid bromine (1g, 15mmol, 2 . 5eq)Removed ice-bath afterreaction at room temperature 2 hours. concentration and removal of solventafter obtain brown solid,column chromatography (dichloromethane as eluant)after get the product 1.4g, the yield is 67.3%.
45% With bromine In chloroform at 20℃; for 1.5h;

  • 12
  • [ 1563-38-8 ]
  • [ 107-04-0 ]
  • [ 104392-19-0 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate In butanone at 80℃; for 22h;
With potassium iodide; sodium carbonate In dichloromethane; ethyl acetate 1 Preparation of 2,3-dihydro-2,2-dimethyl-7-(2'-chloro-ethoxy)-benzofuran EXAMPLE 1 Preparation of 2,3-dihydro-2,2-dimethyl-7-(2'-chloro-ethoxy)-benzofuran To 100 ml. ethylacetate 8.23 g. (0.05 mole) 2,3-dihydro-2,2-dimethyl-7-hydroxy-benzofuran, 14.3 g. (0.1 mole) 1-bromo-2-chloro-ethane, 6.9 g. (0.05 mole) anhydrous sodium carbonate and 8.3 (0.05 mole) potassium iodide are added. The reaction mixture is heated for 30 hours and the reaction is monitored by gas chromatographic analysis. When the reaction is completed the mixture is cooled to room temperature, the solid is removed by filtration and the solvent is distilled off in vacuo from the solvent layer on a rotatory film evaporator. The residual yellowish brown oily part is dissolved in 50 ml. methylene chloride and washed with 5*30 ml. 5% sodium-hydroxide solution and water. The solvent part is dried above anhydrous sodium sulphate and the solvent is distilled off on a rotatory film evaporator in vacuo. 5.8 g. yellowish brown liquid are obtained and purified by vacuo distillation. The product distilled at a pressure of 0.2 torr. at 120°-125° C.
  • 13
  • [ 1563-38-8 ]
  • [ 132740-43-3 ]
  • 2,2-dimethyl-2,3-dihydrobenzofuran-7-yl 4-fluorobenzylcarbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% With triethylamine In toluene Heating;
  • 14
  • [ 1563-38-8 ]
  • [ 3173-53-3 ]
  • 2,2-dimethyl-2,3-dihydrobenzofuran-7-yl cyclohexylcarbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% With triethylamine In toluene Heating;
  • 15
  • [ 1563-38-8 ]
  • [ 65535-53-7 ]
  • 2,2-dimethyl-2,3-dihydrobenzofuran-7-yl 4-fluorophenethylcarbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% With triethylamine In toluene Heating;
  • 16
  • [ 1563-38-8 ]
  • [ 54132-75-1 ]
  • 2,2-dimethyl-2,3-dihydrobenzofuran-7-yl 3,5-dimethylphenylcarbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
79% With triethylamine In toluene Heating;
  • 17
  • [ 1563-38-8 ]
  • [ 680203-71-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: K2CO3 / butan-2-one / 22 h / 80 °C 2: 18 g / dimethylformamide / 2 h / Heating 3: ethanolamine / 18 h / 20 °C
Multi-step reaction with 2 steps 1.1: potassium carbonate / acetone / 48 h / 50 °C 2.1: potassium phtalimide; 18-crown-6 ether / N,N-dimethyl-formamide / 3 h / 50 °C 2.2: 2 h / 50 °C 2.3: 1 h / 20 °C
Multi-step reaction with 3 steps 1.1: potassium carbonate / acetone / 48 h / 50 °C 2.1: 18-crown-6 ether / N,N-dimethyl-formamide / 3 h / 50 °C 3.1: methylamine / water / 2 h / 50 °C 3.2: 1 h / 20 °C
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