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ChemicalBook CAS DataBase List 1-(2-CHLOROETHYL)PYRROLE
77200-24-9

1-(2-CHLOROETHYL)PYRROLE synthesis

3synthesis methods
-

Yield:77200-24-9 69%

Reaction Conditions:

with sodium acetate;acetic acid at 110; for 2 h;

Steps:

1 2′-Methyl-6′-(trifluoromethyl)-3′,4′-dihydro-2′H-spiro[piperidine-4,1′-pyrrolo[1,2-a]pyrazine]dihydrochloride"

A mixture of 2,5-dimethoxytetrahydrofuran (15 g, 113.5 mmol), 2-chloroethanamine hydrochloride (44.76 g, 385.9 mmol), and sodium acetate (46.55 g, 567.5 mmol) in acetic acid (55 mL) was heated at 110° C. After 2 h, the reaction was poured into brine and the product was extracted with dichloromethane. The organics were washed with brine, saturated Na2CO3, and brine again. The organics were dried over sodium sulfate and evaporated. The crude material was filtered through a plug of Florisil (80 g) using hexane as the eluent to give 1-(2-chloroethyl)pyrrole (10.1 g, 69%). 1H NMR (400 MHz, CDCl3) δ 6.70 (t, J=1.9 Hz, 2H), 6.18 (t, J=1.9 Hz, 2H), 4.20 (t, J=6.5 Hz, 2H), 3.73 (t, J=6.5 Hz, 2H).

References:

US2012/196869,2012,A1 Location in patent:Paragraph 0192; 0193; 0194

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