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Chemical Structure| 29212-66-6 Chemical Structure| 29212-66-6

Structure of 29212-66-6

Chemical Structure| 29212-66-6

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Product Details of [ 29212-66-6 ]

CAS No. :29212-66-6
Formula : C4H4O2
M.W : 84.07
SMILES Code : OC1=COC=C1
MDL No. :MFCD15143713

Safety of [ 29212-66-6 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H228-H315-H319
Precautionary Statements:P240-P210-P241-P264-P280-P302+P352-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313
Class:4.1
UN#:1325
Packing Group:

Application In Synthesis of [ 29212-66-6 ]

* 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 [ 29212-66-6 ]

[ 29212-66-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 29212-66-6 ]
  • [ 22929-52-8 ]
YieldReaction ConditionsOperation in experiment
67% Dihydrofuran-3(2H)-one. A mixture of 3-hydroxyfuran (24 g, 272 mmol) and TEMPO (0.86 g, 5.5 mmol) in CH2Cl2 (175 mL) and KBr (7.141 g, 60 mmol) in water was vigorously stirred and cooled in an ice-water bath. The pH of NaOCl (commercial grade bleach, 600 mL, 806 mmol) was adjusted to 9.5 by dissolving NaHCO3 (8.632 g, 102.75 mmol) immediately before use. This NaOCl solution was added over 40 min while keeping the internal temperature of the reaction mixture between 0° C. and 5° C. After 2 h, the greenish-yellow organic phase was separated and aqueous phase was saturated with NaCl and extracted with CH2Cl2 (4.x.100 mL). The combined organic phases was washed with 10percent HCl aq. (1.x.300 mL) containing KI (12 g) and 10percent aq. Na2CO3 (2.x.150 mL). The organic layer dried (Na2SO4), filtered and concentrated to give intermediate 12 as a pale yellow liquid (15.79 g, 67percent) which was used without purification. 1H NMR (500 MHz, CDCl3) delta: 4.24 (2H, t, J=7.3 Hz), 3.86 (2H, s), 2.49 (2H, t, J=7.3 Hz).
67% With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium bromide; In dichloromethane; at 0 - 5℃; for 2.66667h;pH 9.5; Intermediate 12Dihydrofuran-3(2H)-one . A mixture of 3-hydroxyfuran (24 g, 272 mmol) and TEMPO (0.86 g, 5.5 mmol) in CH2Cl2 (175 mL) and KBr (7.141 g, 60 mmol) in water was vigorously stirred and cooled in an ice- water bath. The pH of NaOCl (commercial grade bleach, 600 mL, 806 mmol) was adjusted to 9.5 by dissolving NaHCO3 (8.632 g, 102.75 mmol) immediately before use. This NaOCl solution was added over 40 min while keeping the internal temperature of the reaction mixture between 0 0C and 5 °C. After 2 h, the greenish-yellow organic phase was separated and aqueous phase was saturated with NaCl and extracted with CH2Cl2 (4 X 100 mL). The combined organic phases was washed with 10percent HCl aq. (1 X 300 mL) containing KI (12 g) and 10percent aq. Na2CO3 (2 X 150 mL). The organic layer dried (Na2SO4), filtered and concentrated to give intermediate 12 as a pale yellow liquid <n="47"/>(15.79 g, 67percent) which was used without purification. 1H NMR (500 MHz, CDCl3) delta: 4.24 (2H, t, J = 7.3 Hz), 3.86 (2H, s), 2.49 (2H, t, J = 7.3 Hz).
67% With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium bromide; In dichloromethane; water; at 0 - 5℃; for 2.66667h;pH 9.5; Dihydrofuran-3(2H)-one. A mixture of 3-hydroxyfuran (24 g, 272 mmol) and TEMPO (0.86 g, 5.5 mmol) in CH2Cl2 (175 mL) and KBr (7.141 g, 60 mmol) in water was vigorously stirred and cooled in an ice-water bath. The pH of NaOCl (commercial grade bleach, 600 mL, 806 mmol) was adjusted to 9.5 by dissolving NaHCO3 (8.632 g, 102.75 mmol) immediately before use. This NaOCl solution was added over 40 min while keeping the internal temperature of the reaction mixture between 0° C. and 5° C. After 2 h, the greenish-yellow organic phase was separated and aqueous phase was saturated with NaCl and extracted with CH2Cl2 (4.x.100 mL). The combined organic phases were washed with 10percent HCl aq. (1.x.300 mL) containing KI (12 g) and 10percent aq. Na2CO3 (2.x.150 mL). The organic layer dried (Na2SO4), filtered and concentrated to give the title compound as a pale yellow liquid (15.79 g, 67). 1H NMR (500 MHz, CDCl3) delta: 4.24 (2H, t, J=7.3 Hz), 3.86 (2H, s), 2.49 (2H, t, J=7.3 Hz).
 

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