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Methyl Acrylate → HCID 69697317、化合物

HRID 897224
ノート
印刷プレビュー

反応式

HRID 897224 の反応式
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C@@H:11]([NH2:13])[CH3:12].[C:14]([O:18][CH3:19])(=[O:17])[CH:15]=[CH2:16]>C(O)(=O)C>[CH3:19][O:18][C:14](=[O:17])[CH2:15][CH2:16][N:13]([CH2:16][CH2:15][C:14]([O:18][CH3:19])=[O:17])[C@H:11]([C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:1]=1)[CH3:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 7294Methyl AcrylateHCID 1201503(1S)-1-(naphthalen-2-yl)ethan-1-amine

生成物 1

HCID 69697317HCID 69697317、化合物収率 80.6%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

(S)-(−)-1-(2-Naphthyl)ethylamine (2.28 g, 13 mmol) was added dropwise to a solution of methyl acrylate (5 mL, 55 mmol) and acetic acid (0.26 mL) with stirring in a sealed tube. A white crystalline solid precipitated out of solution. The temperature was then elevated to 80° C., at which time a clear solution was formed again. Stirring was continued for 18 hours. Excess methyl acrylate and acetic acid were removed under reduced pressure. The crude oil was purified by chromatography on silica gel with ethyl acetate/hexanes (1:4) to give the title compound (3.6 g, 77%) as a pale yellow oil. 1H NMR (300 MHz, CDCl3) δ 1.45 (3H, d, J=6.78 Hz), 2.45 (4H, t, J=7.35 Hz), 2.73-2.94 (4H, m), 3.62 (6H, s), 4.00 (1H, q, J=6.78 Hz), 7.41-7.53 (3H, m), 7.70-7.84 (4H, m).

後処理

  1. customA white crystalline solid precipitated out of solution
  2. customwas then elevated to 80° C., at which time
  3. customwas formed again
  4. stirringStirring
  5. customExcess methyl acrylate and acetic acid were removed under reduced pressure
  6. customThe crude oil was purified by chromatography on silica gel with ethyl acetate/hexanes (1:4)

出典と根拠

ORDレコード
ord-79f1de8538c543cb9ea2b8b8782f0075
出典データセット
uspto-grants-2005_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06921821B2

反応ノート

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