Potassium Carbonate → 3-Cyclopentyl-propyl (2,2-dimethoxy-ethyl)-amine

HRID 1071165ノート

反応式

HRID 1071165 の反応式
[CH3:1][O:2][CH:3]([O:6][CH3:7])[CH2:4][NH2:5].C(=O)([O-])[O-].[K+].[K+].[CH:14]1([CH2:19][CH2:20][CH2:21]I)[CH2:18][CH2:17][CH2:16][CH2:15]1>CN(C)C=O>[CH:14]1([CH2:19][CH2:20][CH2:21][NH:5][CH2:4][CH:3]([O:6][CH3:7])[O:2][CH3:1])[CH2:18][CH2:17][CH2:16][CH2:15]1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 89728Aminoacetaldehyde dimethyl acetalHCID 15508337(3-Iodopropyl)cyclopentane

生成物 1

HCID 187930233-Cyclopentyl-propyl (2,2-dimethoxy-ethyl)-amine収率 89.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 2-aminoacetaldehyde dimethyl acetal (3.0 mL, 27.5 mmol), solid potassium carbonate (2.1 g, 15.2 mmol), and 3-cyclopentyl-1-iodopropane (3.3 g, 13.9 mmol) in anhydrous N,N-dimethylformamide was stirred for 12 hours at room temperature. The mixture was filtered, and the filtrate was partitioned between water and ethyl acetate. The organic layer was washed with brine, dried (Na2SO4) and concentrated to a crude oil. The crude was passed through a plug of silica gel with ethyl acetate to provide a yellow oil (2.67 g, 89%). 1H NMR (300 MHz, DMSO-d6) δ 4.35 (t, 1H), 3.23 (s, 6H), 2.54 (d, 2H), 1.70 (m, 3H), 1.51 (m, 6H), 1.36 (m, 2H), 1.27 (m, 2H), 1.04 (m, 2H).

後処理

  1. filtrationThe mixture was filtered
  2. customthe filtrate was partitioned between water and ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated to a crude oil

出典と根拠

ORDレコード
ord-bdc9be844bf34f4ebf1074f08834c5f6
出典データセット
uspto-grants-2005_06
特許番号
US06903218B2

反応ノート

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