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Chemical Structure| 1099-45-2 Chemical Structure| 1099-45-2
Chemical Structure| 1099-45-2

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CAS No.: 1099-45-2

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Ethyl (triphenylphosphoranylidene) acetate is an organophosphorus compound. It is used to replace oxygen centres in ketones and aldehydes with CHCO2Et.

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Product Details of Ethyl (triphenylphosphoranylidene) acetate

CAS No. :1099-45-2
Formula : C22H21O2P
M.W : 348.37
SMILES Code : C3=C([P](C1=CC=CC=C1)(C2=CC=CC=C2)=CC(OCC)=O)C=CC=C3
MDL No. :MFCD00009183
InChI Key :IIHPVYJPDKJYOU-UHFFFAOYSA-N
Pubchem ID :70670

Safety of Ethyl (triphenylphosphoranylidene) acetate

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

Application In Synthesis of Ethyl (triphenylphosphoranylidene) acetate

* 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.

  • Upstream synthesis route of [ 1099-45-2 ]
  • Downstream synthetic route of [ 1099-45-2 ]

[ 1099-45-2 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 1191-95-3 ]
  • [ 1099-45-2 ]
  • [ 27741-65-7 ]
YieldReaction ConditionsOperation in experiment
70% at 125 - 140℃; for 24 h; Cyclobutanone (0.5 g, 7.14 mmol) and (ethoxycarbonylmethylen)-triphenylphosphorane (2.7 g, 7.75 mmol) were heated to 125 to 140° C. in seal tube for 24 h. Reaction mixture was cooled to room temperature; 50 mL of pentane was added and stirred for 20 min. Then reaction mixture was filtered. Pentane layer was evaporated without applying pressure. Crude product was purified by column chromatography (silica gel 60-120 mesh, diethyl ether and n-pentane was used as eluent) afforded colorless oil. Yield: 0.7 g, 70percent.1H NMR (400 MHz, CDCl3): δ 1.27 (t, J=7.0 Hz, 3H), 2.04-2.13 (m, 2H), 2.83 (t, J=8.0 Hz, 2H), 3.13 (t, J=8.0 Hz, 2H), 4.10-4.17 (m, 2H), 5.58 (t, J=2.2 Hz, 1H)
References: [1] Patent: US2012/295874, 2012, A1, . Location in patent: Page/Page column 245.
[2] Journal of the American Chemical Society, 1973, vol. 95, # 6, p. 1849 - 1859.
  • 2
  • [ 1829-34-1 ]
  • [ 1099-45-2 ]
  • [ 91-64-5 ]
  • [ 33491-30-4 ]
References: [1] Chemical and Pharmaceutical Bulletin, 1994, vol. 42, # 10, p. 2170 - 2173.
 

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