ChemicalBook CAS DataBase List 4-Bromo-N-isopropylbenzamide

4-Bromo-N-isopropylbenzamide synthesis

8synthesis methods

Product Name:4-Bromo-N-isopropylbenzamide
CAS Number:336182-29-7
Molecular formula:C10H12BrNO
Molecular Weight:242.11

75-31-0 Synthesis

75-31-0
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$14.00/25mL

586-75-4
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$10.00/5g

336182-29-7
38 suppliers
$75.00/1g

Yield:336182-29-7 670 mg

Reaction Conditions:

with triethylamine in dichloromethane; for 0.166667 h;

Steps:

Preparation of 4-brom-M-isopropylfoen2amide

Preparation of 4-brom-M-isopropylfoen2amide 4-Bromobenzoic acid (630 mg, 3,00 mmol) was added to CHstCfz (10 mL). To this suspension was added oxalyl chloride (766 mg, 9.00 mmol) and 2 drops of DIVIF. The reaction was stirred until clear (approximately 1 hour). Then more oxaiy chloride (655 mg, 5.16 mmol) was added. No gas was liberated. To the reaction was added Et₃N (3.4 mL, 24.0 mmol) followed by isopropylamine (1.02 mL, 12.0 mmol). The reaction was stirred for 10 minutes before it was quenched with 2 N HCI, extracted with DCM, dried and evaporated under reduced pressure. The crude product was purified by chromatography eiuting with petroium/EtOAc from 5/1 to give an off-white solid (670 mg, 92%). NMR (400 MHz, CDCI₃): δ 7.64 (d, J - 8.8 Hz, 2H), 7.56 (d, J - 8.8 Hz, 2H), 5.92 (br s, 1 H), 4.32-4.27 (m, 1 H), 1.28 (d, J= 6.8 Hz, 6H).

References:

WO2015/74123,2015,A1 Location in patent:Page/Page column 50