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1613411-77-0

2-Propen-1-one, 1-(3,4-difluorophenyl)-3-(dimethylamino)-, (2E)- synthesis

2synthesis methods
4637-24-5 Synthesis
N,N-Dimethylformamide dimethyl acetal

4637-24-5
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(3,4-Difluorophenyl)acetaldehyde

109346-84-1
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2-Propen-1-one, 1-(3,4-difluorophenyl)-3-(dimethylamino)-, (2E)-

1613411-77-0
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Yield:1613411-77-0 99%

Reaction Conditions:

in N,N-dimethyl-formamide; for 22 h;Reflux;

Steps:

1.1 Step 1

l-(3,4-difluorophenyl)ethan-1-one (1000 mg, 6.41 mmol) and DMF-DMA (3.40 mL, 25.62 mmol) were combined in DMF (3 mL) and heated to reflux for 22 hr. The mixture was extracted by DCM and aq. NH4C1. The organic layer was dried over anhydrous MgSO4 and concentrated to give (E)-1-(3,4-difluorophenyl)-3-(dimethylamino)prop-2-en-1-one (1275.4 mg, >99%) as an orange solid. 1HNMR(400 MHz, DMSO-d6 δ 7.96 - 7.88 (m, 1H), 7.82 - 7.77 (m, 1H), 7.74 (d, J = 12.2 Hz, 1H), 7.53 - 7.45 (m, 1H), 5.85 (d, J = 12.2 Hz, 1H), 3.15 (s, 3H), 2.93 (s, 3H).

References:

WO2022/84741,2022,A1 Location in patent:Paragraph 00341; 00350