Ethyl 4-bromophenylacetate synthesis
- Product Name:Ethyl 4-bromophenylacetate
- CAS Number:14062-25-0
- Molecular formula:C10H11BrO2
- Molecular Weight:243.1
64-17-5
1878-68-8
14062-25-0
Preparation of the intermediate 1-bromo-4-(2-methoxy-2-methyldienyl)benzene (1AG-1): 2-(4-bromophenyl)acetic acid (75 g, 340 mmol) was suspended in ethanol (341 mL). Concentrated sulfuric acid (0.682 mL, 12.79 mmol) was added slowly and the reaction mixture was subsequently heated to reflux and maintained for 24 hours. Upon completion of the reaction, the mixture was concentrated to remove the solvent. The residue was diluted with ether and saturated sodium bicarbonate solution for acid-base neutralization. The organic and aqueous layers were carefully separated and the organic layer was subsequently washed with brine and dried over sodium sulfate. The dried organic phase was filtered and the filtrate was concentrated to give ethyl 2-(4-bromophenyl)acetate (80.2 g, 97% yield) as an off-white solid.
1878-68-8
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14062-25-0
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Yield:14062-25-0 99%
Reaction Conditions:
with sulfuric acid in ethanol
Steps:
202.1 N-(2-fluorobenzyl)-4-[N'-[2-[3-[(1S)-1-aminoethyl]phenoxy]-4-chlorophenyl]-N'-[(2'-methoxybiphenyl-4-yl)acetyl]]aminobutylamide hydrochloride
(1) Concentrated sulfuric acid (10 ml) was added to an ethanol (300 ml) solution of 4-bromophenylacetic acid (25 g, 120 mmols), and heated under reflux for 15 hours. The reaction mixture was concentrated under reduced pressure, and the residue was poured into water with ice, and extracted with ethyl acetate. The extract was washed with water, and then dried with anhydrous magnesium sulfate. This was concentrated under reduced pressure to give an oil of ethyl 4-bromophenylacetate (28 g, 99%). 1H-NMR (CDCl3) δ: 1.25(3H,t,J=7.2Hz), 3.56(2H,s),
References:
Takeda Chemical Industries, Ltd. EP1123918, 2001, A1
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1878-68-8
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14062-25-0
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64-17-5
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14062-25-0
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