Synthesis of methyl 2-methylglycidate

Preparation of methyl 2-methylglycidate

Preparation of methyl 2-methylglycidate

Preparation of methyl 2-methylglycidate

A solution of trifluoroperoxyacetic acid, prepared from 90% hydrogen peroxide (7.0 ml, 0.25 mole), trifluoroacetic anhydride (42.3 ml, 0.3 mole), and methylene dichloride (50 ml), is added within 20 min, with vigorous stirring, to a boiling mixture of methyl methacrylate (20 g, 0.2 mole), methylene dichloride (200 ml), and disodium hydrogen phosphate (113 g, 0.8 mole). When the exothermic reaction ceases, the mixture is heated for a further 30 min, then poured into water and extracted with methylene dichloride. Working up by distillation gives methyl 2-methylglycidate (19.4 g, 84%), b.p. 62-65°/32 mm.

J. Amer. Chem. Soc, 11, 89 (1955).

IUPAC Name

methyl 2-methyloxirane-2-carboxylate

InChI

InChI=1S/C5H8O3/c1-5(3-8-5)4(6)7-2/h3H2,1-2H3

InChI Key

OSYXXQUUGMLSGE-UHFFFAOYSA-N

Canonical SMILES

CC1(CO1)C(=O)OC

Depositor-Supplied Synonyms

Methyl 2-methylglycidate, methyl 2-methyloxirane-2-carboxylate, 58653-97-7, OSYXXQUUGMLSGE-UHFFFAOYSA-N, AC1MRWQD, 2-Methyoxirane-2-carboxylic acid, methyl ester, METHYL2-METHYLGLYCIDATE, SCHEMBL757258, 423955_ALDRICH, CHEMBL421296, DTXSID80393306, AKOS015906009, NE27604, HE021499, HE356444, SC-90627, 2-Methyloxiranecarboxylic acid methyl ester, 2-Methyl-oxirane-2-carboxylic acid methyl ester, 2-Oxiranecarboxylic acid, 2-methyl-, methyl ester, I14-22977

Removed Synonyms

MolPort-001-780-098, CID3525005

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