Sodium hydride → HCID 14031259, 화합물

HRID 247376

반응식

HRID 247376 반응식
[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]

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 28928tert-Butyldimethylsilyl chlorideHCID 67278Phenoxazine

생성물 1

HCID 14031259HCID 14031259, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ff27321f287a4e1ead576b4f6dfe71a7
출처 데이터셋
uspto-grants-1987_11
특허 번호
US04707473

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