Methyl hydrogen succinate

Beta-carbomethoxypropionyl chloride (Org. Synth. 25,19 (1945)). Dissolve 400 g succinic anhydride in 190 ml methanol in 1 L round bottom flask and reflux (steam bath) one-half hour. Stir until homogeneous (about twenty minutes) and reflux one-half hour. Evaporate in vacuum and cool the residual liquid to precipitate about 500 g methyl-hydrogen succinate (1). Dissolve 264 g (1) in 200 ml SOCl2 in a 1 L round bottom flask with a reflux condenser and warm at 30-40° in water bath for three hours. Evaporate in vacuum the SOCl2 (can heat flask in steam bath) to get 270 g of the title compound (can distill 92/18). [Pg.58]

A. Methyl hydrogen succinate. A mixture of 400 g. (4 moles) of succinic anhydride (Note 1) and 194 ml. (4.8 moles) of methanol (Note 2) in a 1-1. round-bottomed flask is refluxed on a steam bath. After about 35 minutes the mixture is swirled frequently until it becomes homogeneous (this requires 15-30 minutes) the flask is then half immersed in the steam bath for an additional 30-25 minutes (Note 3). [Pg.19]

B. 0-Carbomethoxypropionyl chloride. In a 1-1. flask (Note 6) bearing a reflux condenser are placed 264 g. (2 moles) of methyl hydrogen succinate and 290 ml. (4 moles) of thionyl chloride (Note 7), and the solution is warmed in a bath at 30-40° for 3 hours (Note 8). The condenser is replaced by a modified Claisen still head, the excess thionyl chloride is removed on a steam bath in vacuo, and the /3-carbomethoxypropionyl chloride is distilled (Notes 9 and 10). The yield of colorless product is 270-278 g. (90-93%), b.p. 92-93°/18 mm. (Notes 11 and 12). [Pg.20]

The product, which is sufficiently pure for the next step, contains at least 98% methyl hydrogen succinate as shown by titration or distillation through an 18-in. Podbielniak-type column. [Pg.21]

Methyl hydrogen succinate has been prepared by heating succinic acid with methyl succinate,2 by treating ethyl succinate with sodium methoxide,3 and by heating succinic anhydride with methanol.4 5 ... [Pg.22]

Carbomethoxypropionyl chloride has been prepared from methyl hydrogen succinate by the use of thionyl chloride 6 or phosphorus pentachloride.3... [Pg.22]

Preparation 205.—Methyl Hydrogen Succinate [Mcmomethyl-ester of... [Pg.259]

Methylformanilide, 23, 43 Methyl-/3-formylpropionate, 21, 88 a-Methylglucoside, 20, 99 /3-Methylglutaric acid, 23, 60 Methyl hydrogen adipate, 26, 52 Methyl hydrogen succinate, 25,19 4-Methyl-7-hydroxy-8-acetylcouma-... [Pg.57]

C5H7N03 3-acetyl-2-oxazolidinone 1432-43-5 25.00 1 2175 2 4951 C5H804 methyl hydrogen succinate 3878-55-5 22.86 1.2063 2... [Pg.217]

The methanol obtained from the acid hydrolysis of methyl hydrogen succinate in water containing O18 contained none of the heavy isotope 7... [Pg.227]

Dicarboxylic ester chlorides 1108 Methyl hydrogen succinate (2 moles) and SOCl2 (2.4 moles) are warmed at 40° for 1 h, left overnight at room temperature, heated for a... [Pg.246]

Methyl hydrogen succinate Monomethyl succinate CsHsO, 3878-66-6 132.116 68 161 122< SHgO... [Pg.478]

See also in sourсe #XX -- [ Pg.19 , Pg.25 ]

See also in sourсe #XX -- [ Pg.19 , Pg.25 ]

See also in sourсe #XX -- [ Pg.259 ]

See also in sourсe #XX -- [ Pg.19 , Pg.25 ]

See also in sourсe #XX -- [ Pg.19 , Pg.25 ]

See also in sourсe #XX -- [ Pg.19 , Pg.26 ]

See also in sourсe #XX -- [ Pg.19 , Pg.25 ]

See also in sourсe #XX -- [ Pg.19 , Pg.26 ]

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