ChemicalBook CAS DataBase List 1-Bromo-2,3-difluorobenzene

1-Bromo-2,3-difluorobenzene synthesis

3synthesis methods

Product Name:1-Bromo-2,3-difluorobenzene
CAS Number:38573-88-5
Molecular formula:C6H3BrF2
Molecular Weight:192.99

Add 50% aqueous solution of KOH (18.0 g, 160 mmol) to a mixture of 1-bromo-5,5,6,6-tetrafluorocyclohex-1-ene (11.65 g) and triethylbenzylammonium chloride (0.15 g, 0.7 mmol) at 30-35°C for 30 minutes. Keep the reaction mixture at 75-85°C for 2 hours. Cool the reaction mixture. Dilute the reaction mixture with water. Extract the organic product with CH2Cl2. Dry the organic product over CaCl2. Distill the organic product. 1H NMR (CDCl3, 300.1 MHz), δ: 7.00-7.16 (m, 1H, Ar); 7.17-7.29 (m, 1H, Ar); 7.34-7.47 (m, 1H, Ar). 13C NMR (CDCl3, 75.5 MHz), δ: 110.40 (d, C(1), J = 17.5 Hz); 116.40 (d, C(4), J = 17.7 Hz); 124.70 (dd, C(5), J = 7.1 Hz, J = 5.0 Hz); 128.23 (d, C(6), J = 3.6 Hz); 148.10 (dd, C(2), J = 248.8 Hz, J = 14.3 Hz); 150.92 (dd, C(3), J = 251.9 Hz, J = 13.3 Hz). 19F NMR (CDCl3, 282.4 MHz), δ: -130.9 (m, 1 F, Ar), -134.8 (m, 1 F, Ar). BP 157-158°C. Elemental Analysis Found (%): C, 37.54; H, 1.50. C6H3BrF2. Calculated (%): C, 37.34; H, 1.52. Mass Spec MS, m/z (Irel (%)): 194, 192 [M]+ (100, 99), 113 [M-Br]+ (88), 63 (60).

Fig The synthetic method of 1-Bromo-2,3-difluorobenzene

3828-49-7 Synthesis

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Yield:38573-88-5 91%

Reaction Conditions:

with N-Bromosuccinimide;2,2'-azobis(isobutyronitrile) in dichloromethane at 0 - 40;Large scale;

Steps:

Referring to Figure 1-2, a preparation method of baloxavir intermediate includes adding 6L of dichloromethane and 1kg of 2,3-difluorotoluene into a reaction flask.Add 10g AIBN, add 1.46kg N-bromosuccinimide in batches with a temperature decrease of 0-10°C, increase the reaction temperature by 40°C after the addition, and control the tracking. After the reaction is completed, it is cooled to room temperature, filtered, and the filtrate is washed with water and left to stand for liquid separation.The organic phase was concentrated to obtain 1.47 kg of Intermediate 1, with a yield of 91%.

References:

CN112358464,2021,A Location in patent:Paragraph 0019

Cyclobutane, 3-ethenyl-1,1,2,2-tetrafluoro-

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References

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38573-88-5
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References

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1-Bromo-2,3-difluorobenzene synthesis

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