Synthesis of Methyl Benzoylacetate

Yield 67% (5.57 g); white solid; R_f 0.43 (n-hexane/AcOEt
= 3/2); ¹H NMR (500 MHz, CDCl₃): δ 7.73
(dd, J = 5.5, 3.5 Hz, 2H), 7.63 (dd, J = 5.5, 3.0 Hz, 2H), 6.53 (s, 1H), 5.87 (s, 1H), 3.66 (s, 3H); ¹³C{¹H} NMR (126 MHz, CDCl₃): δ
166.0, 162.4, 134.3, 131.4, 128.7, 127.9, 123.6, 52.5; LRMS (EI) m/z (relative intensity, %): 231 (78, M⁺), 203 (11), 173 (13), 172 (100), 132 (13), 104 (48), 76 (34);
HRMS (EI): exact mass for C₁₂H₉O₄N [M⁺], 231.0532; found, 231.0531.

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Higashi Y., Shima K., Suzuki M., Fujishiro M., Kawai T, & Morimoto T. (2024). Synthetic Utilization of 2H-Heptafluoropropane: Ionic 1,4-Addition to Electron-Deficient Carbon–Carbon Unsaturated Bonds. The Journal of Organic Chemistry, 89(6), 3962-3969.

Publication 2024

Corresponding Organization : Nara Institute of Science and Technology

Other organizations : Daikin (Japan)

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Variable analysis

independent variables

Manipulated by researchers: not explicitly mentioned

dependent variables

Measured outcomes: Yield, appearance (white solid), TLC retention factor (Rf), 1H NMR and 13C NMR spectra, LRMS, and HRMS data

control variables

Kept constant to ensure valid results: not explicitly mentioned

controls

Positive control: not mentioned
Negative control: not mentioned

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