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HRID 496990作成日:2026年10月27日

Cadmium chloride, dihydrate → HCID 178443372、化合物

https://huagongshe.com/reaction/496990

反応式

関与物質

役割名称HCID仕込み量
反応物Cadmium chloride, dihydrateHCID 24633—
反応物2-BromoundecaneHCID 98160—
溶媒Diethyl EtherHCID 3283—
生成物HCID 178443372HCID 178443372—

反応手順

Succinic anhydride is opened using methanol (11, step (a)) to give monomethyl succinate (2). This is treated with 2+ equivalents of lithium amide in liquid ammonia (II, step (b)) to form its dianion which is alkylated by the addition of one mole of methyl iodide in ether (II, step (c)) and treatment with ammonium chloride (II, step (d)), giving 2-methylsuccinic acid, 1-methyl ester (3). This is treated with thionyl chloride (II, step (e)) to give the corresponding acid chloride (4). A Grignard reagent is made from 2-bromoundecane and magnesium (II, step (f)) which is treated (II, step (g)) with cadmium chloride to form the corresponding dialkylcadmium, di(2-undecyl)cadmium, (5). The dialkylcadmium reagent (5) is allowed to react with the acid chloride compound (4) (II, step (h)) to form (6) (R=2-undecyl). This is hydrolyzed to the corresponding keto-acid (7) which is reduced either with the Wolff-Kishner or Clemmensen reductions II, step (j)) to give 2,5-dimethyltetradecanoic acid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06949502B2
出典データセットuspto-grants-2005_09
ORD IDord-482f4431430c4ab6991909fd9c719a9b
出典メモuspto-grants-2005_09