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

HRID 1577941노트

반응식

HRID 1577941 반응식
[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]

참가 물질

6

반응물 3

HCID 1118Sulfuric Acid2회HCID 537432543,3-Dimethyl-12-ethyl-1-aza-1,5,9-cyclododecatrieneHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 1294176211-Amino-2,2-dimethyltridecan-1-ol수율 67.4%

시약·촉매·용매 2

HCID 23939Platinum촉매HCID 962Water용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-a35a09d17d614c0cbf1bd30ca0145d74
출처 데이터셋
uspto-grants-1981_09
특허 번호
US04289905

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