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All 2 posts Subject: GBL synthesis starting from 1,3-Propanediol Please login to post Down

Rhodium
(Chief Bee)
02-19-04 22:53
No 489813
User Picture       GBL synthesis starting from 1,3-Propanediol
(Rated as: excellent)

Investigations of the Olefinic Acids. Part X.
The Formation of Lactones from Butenoic and Pentenoic Acids
E. J. Boorman & R. P. Linstead
J. Chem. Soc. 577-580 (1933) (https://www.rhodium.ws/pdf/gbl.hydroxynitrile.pdf)

Summary
Describes a synthesis of gamma-butyrolactone from trimethylene chlorohydrin and discusses lactone/acid equilibriums in aqueous solution.

A preparation of trimethylene chlorohydrin from 1,3-propanediol can be found in Organic Syntheses, CV 1, 533 (http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=cv1p0533)

^{The Hive - Clandestine Chemists Without Borders}

Rhodium
(Chief Bee)
03-14-04 20:11
No 495116
User Picture       4-hydroxybutyrate esters
(Rated as: good read)

Rates and Equilibria in the Reaction of gamma-Butyrolactone with Alcohols. A Convenient Synthesis of 4-Hydroxybutyrates
H. C. Brown and K. A. Keblys
J. Org. Chem 31, 485-487 (1966) (https://www.rhodium.ws/pdf/gbl.alcoholysis.equilibria.pdf)

Abstract
The acid-catalyzed alcoholysis of gamma-butyrolactone yields an equilibrium mixture of the lactone and the corresponding 4-hydroxybutyrates. Methyl, ethyl, and isopropyl esters of 4-hydroxybutyric acid were isolated in 10-50% yield. The relative rates of the acid-catalyzed reaction of gamma-butyrolactone with alcohols decrease in the order: methyl > ethyl > isopropyl. The equilibrium constants and the equilibrium concentrations of the corresponding 4-hydroxybutyrates have been determined.

^{The Hive - Clandestine Chemists Without Borders}

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	All 2 posts		Subject: GBL synthesis starting from 1,3-Propanediol		Please login to post		Down


		Rhodium (Chief Bee) 02-19-04 22:53 No 489813				GBL synthesis starting from 1,3-Propanediol (Rated as: excellent)
						Investigations of the Olefinic Acids. Part X. The Formation of Lactones from Butenoic and Pentenoic Acids E. J. Boorman & R. P. Linstead J. Chem. Soc. 577-580 (1933) (https://www.rhodium.ws/pdf/gbl.hydroxynitrile.pdf) Summary Describes a synthesis of gamma-butyrolactone from trimethylene chlorohydrin and discusses lactone/acid equilibriums in aqueous solution. A preparation of trimethylene chlorohydrin from 1,3-propanediol can be found in Organic Syntheses, CV 1, 533 (http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=cv1p0533) ^{The Hive - Clandestine Chemists Without Borders}



		Rhodium (Chief Bee) 03-14-04 20:11 No 495116				4-hydroxybutyrate esters (Rated as: good read)
						Rates and Equilibria in the Reaction of gamma-Butyrolactone with Alcohols. A Convenient Synthesis of 4-Hydroxybutyrates H. C. Brown and K. A. Keblys J. Org. Chem 31, 485-487 (1966) (https://www.rhodium.ws/pdf/gbl.alcoholysis.equilibria.pdf) Abstract The acid-catalyzed alcoholysis of gamma-butyrolactone yields an equilibrium mixture of the lactone and the corresponding 4-hydroxybutyrates. Methyl, ethyl, and isopropyl esters of 4-hydroxybutyric acid were isolated in 10-50% yield. The relative rates of the acid-catalyzed reaction of gamma-butyrolactone with alcohols decrease in the order: methyl > ethyl > isopropyl. The equilibrium constants and the equilibrium concentrations of the corresponding 4-hydroxybutyrates have been determined. ^{The Hive - Clandestine Chemists Without Borders}

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