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

HRID 1744936ノート

反応式

HRID 1744936 の反応式
[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

参加物

6

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 178419074HCID 178419074、化合物触媒HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-53ab983fdbba48379a608213a2fb1c47
出典データセット
uspto-grants-2006_03
特許番号
US07018997B2

反応ノート

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