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Water → 1-(2,6-Dimethylphenyl-amino)-2-amino-butane

HRID 1649987
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HRID 1649987 반응식
[NH2:1][CH:2]([CH2:14][CH3:15])[C:3]([NH:5][C:6]1[C:11]([CH3:12])=[CH:10][CH:9]=[CH:8][C:7]=1[CH3:13])=O.C(OCC)(=O)C.O.[OH-].[Na+]>C(OCC)C>[CH3:12][C:11]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:13])[C:6]=1[NH:5][CH2:3][CH:2]([NH2:1])[CH2:14][CH3:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 104205332-amino-N-(2,6-dimethylphenyl)butanamide

생성물 1

HCID 136748721-(2,6-Dimethylphenyl-amino)-2-amino-butane수율 49%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

2.5 g (66 mmoles) of lithium-aluminium-hydride are added in small portions, at room temperature, to a solution of 3.6 g (17.4 mmoles) of N-(2-aminobutyryl)-2,6-dimethyl-aniline in 40 ml of dry diethyl ether, and the resulting mixture is boiled for 3 hours. The mixture is cooled with ice, and 10 ml of ethyl acetate, 10 ml of water, finally 12 ml of a 5 n aqueous sodium hydroxide solution are added dropwise. The etheral phase is decanted, and the thick, gelly aqueous phase is washed thrice with 25 ml of diethyl ether, each. The etheral solutions are combined, washed thrice with 25 ml of water, each, dried over anhydrous magnesium sulfate, and the solvent is evaporated. The yellow, oily residue is distilled under reduced pressure to obtain 1.37 g of 1-(2,6-dimethylphenyl-amino)-2-amino-butane, b.p.: 122°-124° C./66.7 Pa, and 0.62 g of unreacted starting substance, b.p.: 158°-172° C./66.7 Pa. The product is obtained with a yield of 49%, calculated for the converted starting substance.

후처리

  1. additionare added dropwise
  2. customThe etheral phase is decanted
  3. washthe thick, gelly aqueous phase is washed thrice with 25 ml of diethyl ether
  4. washwashed thrice with 25 ml of water
  5. dry with materialeach, dried over anhydrous magnesium sulfate
  6. customthe solvent is evaporated
  7. distillationThe yellow, oily residue is distilled under reduced pressure

출처 및 근거

ORD 기록
ord-8c25ce6d4c7545c399811729f28c7aa9
출처 데이터셋
uspto-grants-1990_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04922021

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