2-Bromo-1-[4-(trifluoromethyl)phenyl]ethanone

White powder or crystal

General procedure: A mixture of haloalkyne (0.5 mmol), AgF (5molpercent) and water (1 equiv.) in TFA (1 mL) was stirred at 40°C for 6h, after which TFA was distilled out for reuse. The residue was separated by column chromatography to give the pure sample.General procedure: The reaction mixture of In(OTf)General procedure: A mixture of haloalkyne (0.2 mmol), tetrafluoroboric acid (20 molpercent, 40percent  aqueous solution ) in 2, 2, 2-trifluoroethanol (1 mL) was stirred at 80°C for 2 or 10 h. After the reaction was finished, water (5 mL) was added and the solution was extracted with ethyl acetate (3×5 mL), the combined extract was dried with anhydrous MgSOGeneral procedure: In a Nalgene.(R). bottle, to acetophenone (2 mmol) in dichloromethane (10 mL), potassium nitrate (4 mmol) and chloro/bromotrimethylsilane (8 mmol) were added. The heterogeneous mixture was stirred vigorously at 60 °C (for chlorination) or room temperature (for bromination) until the reaction went to completion (monitored by Example 41 10 mmol 4-trifluoromethyl acetophenone is added to a 100 mL round bottom flaskAnd 11mmol of N-bromosuccinimide (NBS), 35mL of ethyl acetate dissolved, Then add 1g of Amberlyst 15 ion exchange resin as catalyst.The reaction solution was warmed to 40°C to react. After TLC tracks the reaction, The reaction solution was filtered to remove Amberlyst 15 ion exchange resin, The filtrate was evaporated to dryness and column chromatography (eluent: petroleum ether/dichloromethane) gave white crystals.Yield 87percent.2.82g (14. [99MMOL, LEQ.) OF 4APOS;-TRIFLUOROMETHYLACETOPHENONE] were dissolved in 7. [5ML] (8. 35g, 134. [53MMOL, ] 8.97eq.) of ethylene glycol. While the solution was controlled to have an internal temperature [OF 25-28APOS;C, ] a chloroform solution obtained by diluting 3.60g (22.53mmol, 1.50eq.) [OF BR2] with 2. [2ML] of chloroform was added to the solution, followed by stirring for 24hr with an internal temperature [OF 25-26C.] 3.5hr and 24hr after the start of the reaction, the progress of the reaction was checked by gas chromatography. The results are shown in Table 3. Table 3 Time Compound A1 C1 D 3. 5h 11. 7percent 54. 2percent 0. 3percent 24h 3. 4percent 88. 6percent 0. 8percent 1 : Compound A Compound C Compound D ouzo Br p Br bu Xf, () I CF) ()' Br L'r'3[106G (0. 56MOL, LEQ. ) OF 4APOS;-TRIFLUOROMETHYLACETOPHENONE WERE DISSOLVED] in [281ML] (313g, 5. [04MOL, ] 9. [00EQ.)] of ethylene glycol. While the solution was controlled to have an internal temperature [OF 28-32C, ] a chloroform solution obtained by diluting 108g (0. 68mol, 1.21eq.) of Br2 with [56ML] of chloroform was added to the solution, followed by stirring for [15HR] with an internal temperature of [29-32DUC.] The resulting reaction separated into an upper and lower layer. Then, the lower layer was washed with [2percent BRINE, ] followed by drying with anhydrous sodium sulfate, filtration and vacuum drying, thereby obtaining 165g of a crude product of a brominated acetal represented by the following formula. The yield was 94percent. The analytical results of the crude product by gas chromatography are shown in Table 4, and [ITS 1H-NMR] spectrum was as follows. Table 4 Compound A1 C1 D1 Total Others 0. 6percent 96. 9percent 0. 9percent 1. 6percent 1 : Compound A Compound C Compound D o n o Br p Br 'bu ZIG CF3 CF CF3 3 [1H-NMR] (standard substance: TMS, solvent: [CDCL3), ] [8PPM] : 3.64 (s, 2H), 3.83-3. 98 (m, 2H), 4.14-4. 30 (m, 2H), 7.64 (Ar-H, 4H). Separately, water was poured into the above-obtained upper layer, followed by extraction with ethyl acetate. The collected organic layer was dried with anhydrous sodium sulfate, followed by filtration, concentration and vacuum drying, thereby obtaining 6g of a brominated acetal of the above formula. The yield was 3percent.[2. 82G (14. 99MMOL, LEQ. ) OF 4APOS;-TRIFLUOROMETHYLACETOPHENONE WERE] dissolved in 5. [6ML] of methanol. While the solution was controlled to have an internal temperature [OF 26-27C, ] a methanol solution obtained by diluting 3.60g (22. [53MMOL, ] 1.50eq.) of Br2 with [1.] [4ML] of methanol was added to the solution, followed by stirring for 24hr with an internal temperature [OF 26-28C.] 3.5hr and 24hr after the start of the reaction, the progress of the reaction was checked by gas chromatography. The results are shown in Table 2. Table 2 Time Compound A1 B1 D 3. 5h 29. 2percent 53. 8percent 9. 5percent 24h 26. 0percent 45. 3percent 25. 3percent : Compound A Compound B Compound D 0 CH30 OCH3 0 Br I Br Br / CF) () CF3 CF-Br 3 3

Molecular Weight:267.04
XLogP3:3.3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:265.95541
Monoisotopic Mass:265.95541
Topological Polar Surface Area:17.1
Heavy Atom Count:14
Complexity:207
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes