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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
852287-61-7

2-Pyrrolidinone, 3-bromo-1-cyclohexyl- synthesis

2synthesis methods
108-91-8 Synthesis
Cyclohexylamine

108-91-8
626 suppliers
$10.00/5mL

2,4-Dibromobutyryl chloride

82820-87-9
61 suppliers
$35.35/250mgs:

2-Pyrrolidinone, 3-bromo-1-cyclohexyl-

852287-61-7
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Yield:852287-61-7 34%

Reaction Conditions:

Stage #1: cyclohexylamine;2,4-dibromobutanoyl chloridewith sodium hydroxide in chloroform;water at 0 - 10; for 1 h;
Stage #2: with sodium hydride in tetrahydrofuran at 0; for 120 h;

Steps:

1

Preparation 1; 3-Bromo-l-cyclohexyl-pyrrolidin-2-one; EPO Dissolve 2,4-dibromo-butyryl chloride (17.0 g, 64.3 mmol) in chloroform (3 ml) and add to a mixture of cyclohexylamine (7.65g, 77.2 mmol) in chloroform (20 mL) and H2O (3 mL) at O0C. Add sodium hydroxide (5.92 g, 147.9 mmol) slowly while keeping the reaction temperature below 1O0C. Stir for 1 hour. Wash the organic layer with 0.5M hydrochloride and brine. Dry over sodium sulfate, filter, and concentrate. Place the residue in THF (200 mL) and cool to 00C. Add sodium hydride (1.02 g, 42.6 mmol) and stir for two days. Add additional sodium hydride (1.02 g , 42.6 mmol) and stir for 3 days. Pour onto water and ice and extract with methylene chloride. Dry over sodium sulfate, filter, and concentrate to yield 6.36 g (34%) of the title compound:

References:

WO2006/49952,2006,A1 Location in patent:Page/Page column 49-50

N-Cyclohexyl-2-pyrrolidone

6837-24-7
182 suppliers
$19.00/25mL

2-Pyrrolidinone, 3-bromo-1-cyclohexyl-

852287-61-7
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References