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Potassium Cyanide → HCID 68940385, 화합물

HRID 900997
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HRID 900997 반응식
[CH3:1][O:2][C:3](=[O:12])[CH2:4][C:5]1[S:6][CH:7]=[C:8]([CH2:10]Cl)[CH:9]=1.[C-:13]#[N:14].[K+]>CN(C=O)C>[CH3:1][O:2][C:3](=[O:12])[CH2:4][C:5]1[S:6][CH:7]=[C:8]([CH2:10][C:13]#[N:14])[CH:9]=1
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참가 물질

4

반응물 2

HCID 9032Potassium CyanideHCID 57750763HCID 57750763, 화합물

생성물 1

HCID 68940385HCID 68940385, 화합물수율 78%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
50 °C

실험 절차

A solution of (4-chloromethyl-thiophen-2-yl)-acetic acid methyl ester (0.58 g, 2.83 mmol) and potassium cyanide (0.39 g, 5.95 mmol) in DMF (15 mL) is stirred at room temperature for 14 h then heated to 50° C. for 0.5 h. The mixture is quenched with saturated aq NaCl and extracted with CHCl3 (3×). The combined organic layers are washed with saturated aq NaCl, dried over Na2SO4, filtered and concentrated in vacuo. The residue is purified by chromatography (silica gel, 10% ethyl acetate in heptane) to give (4-cyanomethyl-thiophen-2-yl)-acetic acid methyl ester (0.43 g, 78%) as a colorless oil: 1H NMR (CDCl3, 300 MHz) δ 7.10 (s, 1 H), 6.95 (s, 1 H), 3.80 (s, 2 H), 3.72 (s, 3 H), 3.65 (s, 2 H).

후처리

  1. customThe mixture is quenched with saturated aq NaCl
  2. extractionextracted with CHCl3 (3×)
  3. washThe combined organic layers are washed with saturated aq NaCl
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe residue is purified by chromatography (silica gel, 10% ethyl acetate in heptane)

출처 및 근거

ORD 기록
ord-eb1a041182f14a7dbcd58443e4e4ae5f
출처 데이터셋
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07361671B2

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