Methanol → Methyl 3-phenoxypropionate

HRID 1355550

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HRID 1355550 반응식
[O:1]([CH2:8][CH2:9][C:10]([OH:12])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O=S(Cl)Cl.[CH3:17]O>>[O:1]([CH2:8][CH2:9][C:10]([O:12][CH3:17])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

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온도
0 °C

실험 절차

3-Phenoxypropionic acid (10.0 g, 60 mmol) was dissolved in methanol (100 mL). The reaction mixture was allowed to cool to 0° C. and SOCl2 was slowly added over a 15 min period. The reaction mixture was slowly allowed to warm to room temperature over a 2 h period. The reaction mixture was concentrated in vacuo, then redissolved in ethyl acetate (100 mL). The organic layer was washed with water (2×150 mL), dried (MgSO4), concentrated in vacuo to provide crude product in 95% yield. 1H NMR (CDCl3)δ2.84 (t, J=6.4 Hz, 2H), 3.76 (s, 3H), 4.28 (t, J=6.4 Hz, 2H), 6.95 (m, 3H), 7.31 (m, 2H).

후처리

  1. temperatureto warm to room temperature over a 2 h period
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. dissolutionredissolved in ethyl acetate (100 mL)
  4. washThe organic layer was washed with water (2×150 mL)
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated in vacuo
  7. customto provide crude product in 95% yield

출처 및 근거

ORD 기록
ord-483405582b68479092df9ac35b3d658d
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06586437B2

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