Phosphorus oxide (P4O10) → 6-Methyl-3,4-dihydroisoquinolin-1(2H)-one

HRID 1844023노트

반응식

HRID 1844023 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][CH:15]=1)[CH2:5][CH2:6][NH:7][C:8](=O)[O:9]CC.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.O=P(Cl)(Cl)Cl>>[CH3:1][C:2]1[CH:3]=[C:4]2[C:13](=[CH:14][CH:15]=1)[C:8](=[O:9])[NH:7][CH2:6][CH2:5]2

참가 물질

4

반응물 3

HCID 14812Phosphorus oxide (P4O10)HCID 24813Phosphorus oxychlorideHCID 62350489HCID 62350489, 화합물

생성물 1

HCID 228908916-Methyl-3,4-dihydroisoquinolin-1(2H)-one수율 19%

실험 절차

Ethyl 3-methylphenethylcarbamate (I-69c: 13.5 g, 65.217 mmol) was reacted with P2O5 (18.51 g, 130.434 mmol) and POCl3 (135 mL) at 110° C. for 1 hour. The reaction mass was concentrated under reduced pressure, quenched with ice, basified using saturated NaHCO3 solution and extracted using ethyl acetate. The organic layer was washed with brine solution, dried over Na2SO4 and concentrated under reduced pressure to afford the crude product. Purification by column chromatography on silica gel (1% methanol in DCM) afforded 2 g of the product (19% yield). LCMS: 75.24%, m/z=162.3 (M+1)

후처리

  1. concentrationThe reaction mass was concentrated under reduced pressure
  2. customquenched with ice
  3. extractionextracted
  4. washThe organic layer was washed with brine solution
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated under reduced pressure
  7. customto afford the crude product
  8. customPurification by column chromatography on silica gel (1% methanol in DCM)

출처 및 근거

ORD 기록
ord-9d08e412cefa4c37a30c73a81e9a6596
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946260B2

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