Methyl morpholine oxide → 11-Oxo-10,11-dihydrodibenzo[b,f][1,4]oxazepine-8-carbaldehyde

HRID 1744936노트

반응식

HRID 1744936 반응식
[OH:1][CH2:2][C:3]1[CH:18]=[CH:17][C:6]2[O:7][C:8]3[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=3[C:10](=[O:12])[NH:11][C:5]=2[CH:4]=1.C[N+]1([O-])CCOCC1>C(#N)C.C(OCC)(=O)C.[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC>[O:12]=[C:10]1[C:9]2[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=2[O:7][C:6]2[CH:17]=[CH:18][C:3]([CH:2]=[O:1])=[CH:4][C:5]=2[NH:11]1

참가 물질

6

반응물 2

HCID 82029Methyl morpholine oxideHCID 684449008-(hydroxymethyl)dibenzo[b,f][1,4]oxazepin-11 (10H)-one

생성물 1

HCID 2222445211-Oxo-10,11-dihydrodibenzo[b,f][1,4]oxazepine-8-carbaldehyde수율 83%

시약·촉매·용매 3

HCID 178419074HCID 178419074, 화합물촉매HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

실험 절차

8-(hydroxymethyl)dibenzo[b,f][1,4]oxazepin-11 (10H)-one (0.241 g, 1 mmole) in acetonitrile was added to the molecular sieves (1 g) under N2 at room temperature then 4-methylmorpholine N-oxide (0.175 g, 1.5 mmole) was also added into the reaction mixture. After stirring the mixture for 10 minutes, tetrapropylammonium perruthenate (0.0176 g, 0.05 mmole) was added and the reaction followed by t.l.c. until complete. Dilute the reaction mixture with 10 ml of ethyl acetate and flashed it through a small silica gel column. Collected all the ethyl acetate that contains desired material, extracted the organic layer with 1 N HCl and also washed it with brine. Dried the organic layer over sodium sulfate and filtered and concentrated. Obtained the desired-compound (white solid) in 83% yield.

후처리

  1. customCollected all the ethyl acetate that
  2. extractionextracted the organic layer with 1 N HCl
  3. washalso washed it with brine
  4. dry with materialDried the organic layer over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customObtained the desired-compound (white solid) in 83% yield

출처 및 근거

ORD 기록
ord-53ab983fdbba48379a608213a2fb1c47
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07018997B2

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