1-Bromooctadecane → Dibutyl distearylmalonate

HRID 465876

反応式

HRID 465876 の反応式
[C:1]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])(=[O:10])[CH2:2][C:3]([O:5][CH2:6][CH2:7][CH2:8][CH3:9])=[O:4].[CH2:16](Br)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33].[Na]>C(O)CCC>[CH2:16]([C:2]([CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH3:16])([C:3]([O:5][CH2:6][CH2:7][CH2:8][CH3:9])=[O:4])[C:1]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])=[O:10])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]

参加物

5

反応物 3

HCID 82181-BromooctadecaneHCID 136925Propanedioic acid, dibutyl esterHCID 5360545Sodium

生成物 1

HCID 53741587Dibutyl distearylmalonate

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

62 m mol of dibutyl malonate, 63 m mol of stearyl bromide, and 69 m mol of sodium were made to react in butanol in the presence of 2 m mol of a crown ether, thereby forming 30 m mol of dibutyl distearylmalonate. Dibutyl distearylmalonate, 15 m mol, was first hydrolyzed, and was then heated in vacuum to be decarboxylated, whereby obtaining 10 m mol of 2-octadecyl eicosanoic acid. This acid, 8 m mol, was converted into its acid chloride. The acid chloride was allowed to react with 10 m mol of p-amino-methlylsulfonylanilide in pyridine, thereby obtaining 7 m mol of p-methylsulfonamide-3-heptadecyleicosanoylanilide. The eicosanoylanilide, 5 m mol, was allowed to react with lead tetraacetate in toluene, thus forming 3.2 m mol of N-(2-octadecyleicosanoyl)-N'methylsulfonyl-p-quinonediimine which is represented by the following formula: ##STR29##

出典と根拠

ORDレコード
ord-fd0abdadef38452ba9ba8e7192e74532
出典データセット
uspto-grants-1992_10
特許番号
US05153680

関連ノート

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