Propionyl-, diethyl ester

Diethyl propionylsuccinate Succinic Acid, propionyl-, diethyl ester (8) Butanedioic Acid, 1-oxopropyl-, diethyl ester (9) (41117-76-4)... 

C Atom Deuterio- porphyrin dimethyl ester Deuterio- porphyrin diethyl ester 2,4-Di- acetyl- deuterio- porphyrin dimethyl ester 2.4-Di- propionyl- deuterio- porphyrin dimethyl ester Meso- porphyrin dimethyl ester Proto- porphyrin diethyl ester... 

Propionic acid, /J-(chloroformyl)-, METHYL ESTER, 25, 19 Propionic acid, /J,/S -methyliminobis, DIETHYL ESTER, 20, 35 Propionic anhydride, 21, 14 Propionitrile, /3-amino-, 27, 3 Propionitrile, 6-ETHOXY-, 23, 33 Propionitrile, 6,6 -iminodi-, 27, 3 Propionyl chloride, 24, 30 Propiophenone, 6-diethylamino-, 23, 31... 

Chiral 2-oxazolidones are useful recyclable auxiliaries for carboxylic acids in highly enantioselective aldol type reactions via the boron enolates derived from N-propionyl-2-oxazolidones (D.A. Evans, 1981). Two reagents exhibiting opposite enantioselectivity ate prepared from (S)-valinol and from (lS,2R)-norephedrine by cyclization with COClj or diethyl carbonate and subsequent lithiation and acylation with propionyl chloride at — 78°C. En-olization with dibutylboryl triflate forms the (Z)-enolates (>99% Z) which react with aldehydes at low temperature. The pure (2S,3R) and (2R,3S) acids or methyl esters are isolated in a 70% yield after mild solvolysis. 

Methyl- 1,3-cyclopentanedione is a key intermediate for the total synthesis of steroids.2 A number of methods have been described for its preparation, among them the condensation of succinic acid with propionyl chloride,3 and that of succinic anhydride with 2-buten-2-ol acetate,4 both in the presence of aluminum chloride. It has also been obtained from 3-methylcyclopentane-1,2,4-trione by catalytic hydrogenation5 and Wolff-Kishner reduction 6 The base-promoted cyclization of 4-oxohexanoic acid ethyl ester and diethyl propionylsuccinate with tertiary alkoxides was first reported by Bucourt.7 The present cyclization process provides an experimentally simple route to 2-methyl-1,3-cyclopentanedione. Using the same procedure, 4-oxoheptanoic acid ethyl ester has been cyclized to give 2-ethyl-l,3-cyclopentanedione in 46% yield... 

Friedel-Crafts acylation of benzo[6]thiophene and its derivatives with succinic anhydride132,439,662,663 or the ester chloride of succinic acid614, 618, 650,662 gives a y-keto acid (or ester), which is reduced to the corresponding y-(benzo[6]thienyl)butyric acid by the Huang Minion or Clemmensen method. y-(Benzo[6]thienyl)butyric acids may alternatively be prepared by the diethyl malonate synthesis on the appropriate halide,439,499 by the Arndt-Eistert reaction on the corresponding propionyl chloride,409,618 or by cyclization.347,618 The ketones (317 R = Hor OMe)347 have been prepared by cyclization... 

One preparative procedure for achieving this reaction involves the acylation of the magnesium enolate of diethyl malonate with an acid chloride in benzene solution (cf. Expt 5.96), and the resulting aclymalonic ester is then heated to 200 °C with an arylsulphonic acid to effect the decarbethoxylation step. An illustrative example is the preparation of ethyl 3-oxopentanoate (ethyl propionyl-acetate, Expt 5.177). 

A reaction similar to the above involves the acylation of malonic ester through its magnesium enolate. Thus, the reaction of propionyl chloride with the ester enolate leads to diethyl propionylmalonate. Thermal decomposition of this compound with /3-naphthalenesulfonic acid yields ethyl propionylacetate (57%). This modification appears to be general in that it has been extended to the use of aliphatic, aromatic, and car-balkoxy acyl chlorides. ... 

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