Sodium hydride → HCID 14031259、化合物

HRID 247376

反応式

HRID 247376 の反応式
[CH:1]1[C:14]2[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[H-].[Na+].[Si:17](Cl)([C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:19])[CH3:18]>O1CCCC1.CN(C)C=O>[Si:17]([N:13]1[C:14]2[CH:1]=[CH:2][CH:3]=[CH:4][C:5]=2[O:6][C:7]2[C:12]1=[CH:11][CH:10]=[CH:9][CH:8]=2)([C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:19])[CH3:18]

参加物

6

反応物 3

HCID 24758Sodium hydrideHCID 28928tert-Butyldimethylsilyl chlorideHCID 67278Phenoxazine

生成物 1

HCID 14031259HCID 14031259、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

5 Grams of phenoxazine was dissolved in 100 ml of dry tetrahydrofuran, then 1.63 g of 50% sodium hydride in mineral oil was added and the mixture refluxed for 30 minutes. Then 6.19 g of t-butyldimethylsilyl chloride in dimethylformamide (2 ml) and tetrahydrofuran (8 ml) was added and reflux was continued for five more minutes. The reaction was quenched by the addition of water, the organic layer was separated and dried over sodium sulfate. Then the solvent was removed under reduced pressure and the residue purified by column chromatography (silica as solid phase, hexane:ethylacetate (95:5) as mobile phase). N-t-butyldimethylsilylphenoxane had a melting point of 57° C. after crystallization from pentane.

後処理

  1. temperaturethe mixture refluxed for 30 minutes
  2. temperaturereflux
  3. customThe reaction was quenched by the addition of water
  4. customthe organic layer was separated
  5. dry with materialdried over sodium sulfate
  6. customThen the solvent was removed under reduced pressure
  7. customthe residue purified by column chromatography (silica as solid phase, hexane:ethylacetate (95:5) as mobile phase)
  8. customafter crystallization from pentane

出典と根拠

ORDレコード
ord-ff27321f287a4e1ead576b4f6dfe71a7
出典データセット
uspto-grants-1987_11
特許番号
US04707473

関連ノート

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