Sulfuric Acid → 11-Amino-2,2-dimethyltridecan-1-ol

HRID 1577941ノート

反応式

HRID 1577941 の反応式
[CH3:1][C:2]1([CH3:16])[CH2:13][CH:12]=[CH:11][CH2:10][CH2:9][CH:8]=[CH:7][CH2:6][CH:5]([CH2:14][CH3:15])[N:4]=[CH:3]1.S(=O)(=O)(O)[OH:18].[H][H]>O.[Pt]>[CH3:1][C:2]([CH3:16])([CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH:5]([CH2:14][CH3:15])[NH2:4])[CH2:3][OH:18]

参加物

6

反応物 3

HCID 1118Sulfuric Acid2 回HCID 537432543,3-Dimethyl-12-ethyl-1-aza-1,5,9-cyclododecatrieneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 1294176211-Amino-2,2-dimethyltridecan-1-ol収率 67.4%

試薬・触媒・溶媒 2

HCID 23939Platinum触媒HCID 962Water溶媒

実験手順

199 g (0.91 mol) of 3,3-dimethyl-12-ethyl-1-aza-1,5,9-cyclododecatriene is added dropwise, in the course of 15 minutes, to a solution of 150 g (1.53 mols) of sulphuric acid in one liter of water. Impurities are removed by means of subsequent steam distillation for 20 minutes. The aqueous sulphuric acid solution is then hydrogenated under normal pressure at 20°-25° C. in the presence of a platinum/charcoal catalyst (5% by weight of platinum), with absorption of 3 mols of hydrogen, to yield 2,2-dimethyl-11-ethyl-11-aminoundecanol. After removal of the catalyst by filtration, the aqueous solution is neutralised with concentrated sodium hydroxide solution; the amino alcohol separating out is extracted with toluene, and distilled to thus obtain 149 g (0.613 mol) of 2,2-dimethyl-11-ethyl-11-aminoundecanol corresponding to a yield of 67.4% of theory; b.p. 118° C./0.05 Torr; nD20 =1.4656.

後処理

  1. customImpurities are removed by means of subsequent steam distillation for 20 minutes

出典と根拠

ORDレコード
ord-a35a09d17d614c0cbf1bd30ca0145d74
出典データセット
uspto-grants-1981_09
特許番号
US04289905

反応ノート

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