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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
ChemicalBook CAS DataBase List 2-Bromo-3',4'-(methylenedioxy)propiophenone
52190-28-0

2-Bromo-3',4'-(methylenedioxy)propiophenone synthesis

3synthesis methods
Bromine (10.0 mmol) was added to a solution of the ketone (10.0 mmol) in Et2O (25 mL). The solution was stirred for 30 min (until the color of the solution changed from red to light-yellow). Then, the reaction was quenched with water (10 mL), and the mixture was diluted with Et2O (25 mL). The organic layer was washed with a saturated solution of aqueous NaHCO3 (30 mL), a saturated solution of aqueous Na2S2O3 (30 mL), and brine (30 mL), and then it was dried over MgSO4, filtered, and concentrated. The α-bromoketone was purified by flash chromatography on silica gel. 1-(Benzo[d][1,3]dioxol-5-yl)-2-bromopropan-1-one [52190-28-0]. This compound was prepared according to the General Procedure from 3,4-methylenedioxypropiophenone (1.78 g, 10.0 mmol). The product was obtained as a white solid (eluted with 50% CH2Cl2 in hexanes; 2.13 g, 82% yield). 1H NMR (CDCl3, 500 MHz) δ 7.64 (d, J= 8.0 Hz, 1H), 7.49 (s, 1H), 6.87 (d, J= 8.0 Hz, 1H), 6.07 (s, 2H), 5.21 (q, J= 7.0 Hz, 1H), 1.88 (d, J= 7.0 Hz, 3H).
1-(benzo[d][1,3]dioxol-5-yl)-2-bromopropan-1-one synthesis
28281-49-4 Synthesis
3′,4′-(Methylenedioxy)propiophenone

28281-49-4
143 suppliers
$89.09/5g

2-Bromo-3',4'-(methylenedioxy)propiophenone

52190-28-0
84 suppliers
$140.00/50mg

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Yield:52190-28-0 87%

Reaction Conditions:

with bromine in chloroform at 0;

Steps:

4.1.8 4.1.8 1-(4-Benzyloxy-3-methoxyphenyl)-2-bromopropan-1-one (5a)

General procedure: To a solution of 4a (3.90?g, 14.4?mmol) in CHCl3 (100?mL) was added Br2 (741?μL, 14.4?mmol) in CHCl3 (45.0?mL) at 0?°C. After being stirred overnight, saturated NaHCO3 solution was added and extracted with DCM. The organic layers were dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography (hexane:EtOAc?=?88:12) to afford 5a (3.93?g, 78%) as a colorless oil.

References:

Harada, Kenichi;Zaha, Katsuyoshi;Bando, Rina;Irimaziri, Ryo;Kubo, Miwa;Koriyama, Yoshiki;Fukuyama, Yoshiyasu [European Journal of Medicinal Chemistry,2018,vol. 148,p. 86 - 94]

63740-97-6 Synthesis
3,4-(METHYLENEDIOXY)BUTYROPHENONE

63740-97-6
88 suppliers
$8.00/1g

2-Bromo-3',4'-(methylenedioxy)propiophenone

52190-28-0
84 suppliers
$140.00/50mg

References
3',4'-DIHYDROXYPROPIOPHENONE

7451-98-1
71 suppliers
$42.32/1g

2-Bromo-3',4'-(methylenedioxy)propiophenone

52190-28-0
84 suppliers
$140.00/50mg

References