88-12-0|1-Vinyl-2-pyrrolidone| Ambeed

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1-Vinyl-2-pyrrolidinone is an organic compound that can be used in life science-related research.

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Quality Control of 1-Vinyl-2-pyrrolidinone Purity: 98% (stabilized with 200ppm Ammonium hydroxide or NaOH) SDS Specification

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NMR

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Product Details of 1-Vinyl-2-pyrrolidinone

CAS No. :	88-12-0
Formula :	C₆H₉NO
M.W :	111.14
SMILES Code :	O=C1N(C=C)CCC1
MDL No. :	MFCD00003197
InChI Key :	WHNWPMSKXPGLAX-UHFFFAOYSA-N
Pubchem ID :	6917

Safety of 1-Vinyl-2-pyrrolidinone

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H311-H302+H332-H315-H318-H351-H335
Precautionary Statements:	P501-P261-P270-P202-P201-P271-P264-P280-P308+P313-P361+P364-P332+P313-P301+P312+P330-P302+P352+P312-P304+P340+P312-P305+P351+P338+P310-P403+P233-P405
Class:	6.1
UN#:	2810
Packing Group:	Ⅲ

Application In Synthesis of 1-Vinyl-2-pyrrolidinone

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 88-12-0 ]

[ 88-12-0 ] Synthesis Path-Downstream 1~26

1
[ 88-12-0 ]
[ 69655-76-1 ]
C₄₈H₆₄N₈O₂₀Si₈ [ No CAS ]

References: [1]Chemistry - A European Journal,2004,vol. 10,p. 1239 - 1248.

2
[ 88-12-0 ]
[ 4591-55-3 ]
3,5-bis-(4,5-dihydro-3H-pyrrol-2-yl)-pyridine [ No CAS ]

References: [1]Life Sciences,2005,vol. 78,p. 495 - 505.

3
[ 88-12-0 ]
[ 780-20-1 ]
cis-6-bromo-2-phenyl-4-(2'-oxopyrrolidin-1'-yl)-1,2,3,4-tetrahydroquinoline [ No CAS ]
[ 3894-25-5 ]

References: [1]Synthetic Communications,2010,vol. 40,p. 2220 - 2231.

4
ethyl cellulose [ No CAS ]
[ 88-12-0 ]
[ 72509-76-3 ]

Yield	Reaction Conditions	Operation in experiment
		Example 1C Felodipine controlled release tablets using ethyl cellulose and povidone as film-forming materials

References: [1]Patent: EP2478919,2012,A1 .

5
[ 88-12-0 ]
[ 101166-65-8 ]
[ 885611-08-5 ]

Yield	Reaction Conditions	Operation in experiment
	With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; ammonium chloride; diisopropylamine; In tetrahydrofuran;	(ii) Preparation of 3-[2-(tert-butyldimethylsilanyloxy)-ethyl]-1-vinylpyrrolidin-2-one (TBSE-VP) To a stirred ice-cold solution of diisopropylamine (0.46 mL; 3.3 mmol; 1.1 equiv.) in dry tetrahydrofuran (20 mL) was dropwise added a 2.5 M solution of n-butyllithium (1.32 mL; 3.3 mmol; 1.1 equiv.) under an argon atmosphere. Upon complete addition the solution was left stirring for 10 min and then cooled to around -80 to -70° C. 1-vinylpyrrolidin-2-one (0.32 mL; 3.0 mmol) was added dropwise and the solution was left stirring for 20 min. Hexamethylphosphoramide (0.57 mL; 3.3 mmol; 1.1 equiv.) was added and the solution left stirring for further 20 min. To the solution was dropwise added (2-iodoethoxy)-tert-butyldimethylsilane (859 mg; 3.0 mmol) and the solution was left stirring at around -80 to -70° C. for 17 h. The reaction mixture was warmed to ambient temperature and quenched with a saturated aqueous solution of NH4Cl (15 mL). The aqueous phase was extracted with diethyl ether (2*15 mL), the combined organic extracts were dried over MgSO4 and concentrated under reduced pressure. Column chromatography (ethyl acetate/petroleum ether (b.p. 40-60° C.)=1:9) afforded by-product 3,3-bis-[2-(tert-butyldimethylsilanyloxy)-ethyl]-1-vinylpyrrolidin-2-one ([TBSE] 2-VP) (49 mg; 0.115 mmol; 4percent) as a colourless liquid.

References: [1]Patent: US2013/59926,2013,A1 .Location in patent: Page/Page column.

6
[ 88-12-0 ]
[ 101166-65-8 ]
[ 885611-04-1 ]
[ 885611-08-5 ]

Yield	Reaction Conditions	Operation in experiment
77%; 4%		(ii) Preparation of 3-[2-(tert-butyldimethylsilanyloxy)-ethyl]-1-vinylpyrrolidin-2-one (TBSE-VP) To a stirred ice-cold solution of diisopropylamine (0.46 mL; 3.3 mmol; 1.1 equiv.) in dry tetrahydrofuran (20 mL) was dropwise added a 2.5m solution of n-butyllithium (1.32 mL; 3.3 mmol; 1.1 equiv.) under an argon atmosphere. Upon complete addition the solution was left stirring for 10 min and then cooled to around -80 to -70° C. 1-vinylpyrrolidin-2-one (0.32 mL; 3.0 mmol) was added dropwise and the solution was left stirring for 20 min. Hexamethylphosphoramide (0.57 mL; 3.3 mmol; 1.1 equiv.) was added and the solution left stirring for further 20 min. To the solution was dropwise added (2-iodoethoxy)-tert-butyldimethylsilane (859 mg; 3.0 mmol) and the solution was left stirring at around -80 to -70° C. for 17 h. The reaction mixture was warmed to ambient temperature and quenched with a saturated aqueous solution of NH4Cl (15 mL). The aqueous phase was extracted with diethyl ether (2*15 mL), the combined organic extracts were dried over MgSO4 and concentrated under reduced pressure. Column chromatography (ethyl acetate/petroleum ether (b.p. 40-60° C.)=1:9) afforded by-product 3,3-bis-[2-(tert-butyldimethylsilanyloxy)-ethyl]-1-vinylpyrrolidin-2-one ([TBSE] 2-VP) (49 mg; 0.115 mmol; 4percent) as a colourless liquid. Further elution with ethyl acetate/petroleum ether (b.p. 40-60° C.) (1:4) afforded the target compound 3-[2-(tert-butyldimethylsilanyloxy)-ethyl]-1-vinylpyrrolidin-2-one (TBSE-VP) (621 mg; 2.30 mmol; 77percent) as a colourless liquid. 1H-NMR (400 MHz) (CD3OD): delta=7.01 (dd, 1H, ?CH?CH2, Jcis=9.1 Hz, Jtrans=16.0 Hz), 4.53 (d, 1H, ?CH2, Jtrans=16.0 Hz), 4.49 (d, 1H, ?CH2, Jcis=9.1 Hz), 3.83-3.70 (m, 2H, ?CH2O?), 3.57 (td, 1H, ?CHIN?, J=9.9 Hz, 3.0 Hz), 3.48-3.40 (m, 1H, ?CH2N?), 2.76-2.65 (m, 1H, ?CH?(C?O)?), 2.39-2.28 and 1.90-1.79 (2×m, 2H, ?CH2?CH2N?), 2.10-2.00 and 1.63-1.52 (2×m, 2H, ?CH2?CH2O?), 0.90 (s, 9H, ?C(CH3)3), 0.07 (s, 6H, ?Si(CH3)2?) ppm.

References: [1]Patent: US2013/59970,2013,A1 .Location in patent: Paragraph 0311; 0314; 0315.

7
[ 88-12-0 ]
[ 104-88-1 ]
[ 65826-95-1 ]
1-((4R,6R)-4-(4-chlorophenyl)-8-methyl-2,4,5,6-tetrahydro-1H-pyrrolo[3,2,1-ij]quinolin-6-yl)pyrrolidin-2-one [ No CAS ]

References: [1]Angewandte Chemie - International Edition,2013,vol. 52,p. 14084 - 14088.
Angew. Chem.,2013,vol. 125,p. 14334 - 14338,5.

8
[ 88-12-0 ]
[ 667-27-6 ]
[ 145349-76-4 ]
ethyl 4-(4-(ethylthio)phenyl)-2,2-difluoro-4-(2-oxopyrrolidin-1-yl)butanoate [ No CAS ]