1-C-Ethylaminoadamantane → HCID 18782790、化合物

HRID 1420788

反応式

HRID 1420788 の反応式
[C:1]12([CH2:11][CH2:12][NH2:13])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[C:14](N1C=CN=C1)(N1C=CN=C1)=[S:15]>C(Cl)Cl.N#N>[N:13]([CH2:12][CH2:11][C:1]12[CH2:8][CH:7]3[CH2:6][CH:5]([CH2:4][CH:3]([CH2:9]3)[CH2:2]1)[CH2:10]2)=[C:14]=[S:15]

参加物

5

反応物 2

HCID 642451-C-EthylaminoadamantaneHCID 802641,1'-Thiocarbonyldiimidazole

生成物 1

HCID 18782790HCID 18782790、化合物収率 88.9%

試薬・触媒・溶媒 2

HCID 947Nitrogen溶媒HCID 6344Dichloromethane溶媒

実験手順

2-adamantan-1-yl-ethylamine (380 mg, 2.12 mmol) was dissolved in CH2Cl2 (10 ml) under a dry atmosphere of N2. To this solution was added 1,1'-thiocarbonyl-diimidazole (420 mg, 2.12 mmol). After stirring at ambient temperature for 12 hours, the solution was partitioned between 0.1 N HCl and CH2Cl2. The CH2Cl2 layer was washed with water, then saturated NaHCO3 solution and finally brine. The CH2Cl2 layer was dried over MgSO4, filtered and concentrated under vacuum to give 417 mg of a yellow solid. The product was chromatographed on silica gel using hexanes to give 125 mg of the titled compound as a white solid: 1H NMR (CDCl3)δ 3.52 (m, 2H), 1.98 (br s, 3H), 1.49-1.76 (m, 17H).

後処理

  1. customthe solution was partitioned between 0.1 N HCl and CH2Cl2
  2. washThe CH2Cl2 layer was washed with water
  3. dry with materialThe CH2Cl2 layer was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-553a9219c3b547e9887188910e82814f
出典データセット
uspto-grants-2000_06
特許番号
US06071935

関連ノート

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