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Methyl Acrylate → HCID 69697317, 화합물

HRID 897224
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HRID 897224 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

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

생성물 1

HCID 69697317HCID 69697317, 화합물수율 80.6%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

(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).

후처리

  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)

출처 및 근거

ORD 기록
ord-79f1de8538c543cb9ea2b8b8782f0075
출처 데이터셋
uspto-grants-2005_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06921821B2

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