Water → HCID 22320692、化合物

HRID 498084ノート

反応式

HRID 498084 の反応式
[C:1]([N:5]([C:14]1[CH:28]=[CH:27][C:17]([C:18]([NH:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)=[O:19])=[CH:16][CH:15]=1)[O:6][Si](C(C)(C)C)(C)C)([CH3:4])([CH3:3])[CH3:2].[F-].C([N+](CCCC)(CCCC)CCCC)CCC.O.C([O-])(O)=O.[Na+]>C1COCC1.C(OCC)(=O)C>[C:1]([N:5]([C:14]1[CH:28]=[CH:27][C:17]([C:18]([NH:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)=[O:19])=[CH:16][CH:15]=1)[OH:6])([CH3:4])([CH3:2])[CH3:3]

参加物

7

反応物 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 2724141Tetrabutylammonium FluorideHCID 22320676HCID 22320676、化合物

生成物 1

HCID 22320692HCID 22320692、化合物収率 65.1%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 0.95 g (2.37 mmol) of compound 5 in THF (3 mL) was added 2.84 mL (2.84 mmol) of 1 M solution of tetrabutylammonium fluoride in THF at room temperature, and the solution was stirred for 1 hour. After completion of the reaction, 2 mL of water was added to quench the reaction. Ethyl acetate and sat'd NaHCO3 solution were added to the mixture, and the organic layer was separated, dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography (silica, Hex:EtOAc=10:1) to give 0.44 g of compound 6 in 65% yield.

後処理

  1. additionwas added
  2. customto quench
  3. customthe reaction
  4. additionwere added to the mixture
  5. customthe organic layer was separated
  6. dry with materialdried over anhydrous MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customThe residue was purified by flash column chromatography (silica, Hex:EtOAc=10:1)

出典と根拠

ORDレコード
ord-97a09f27897e4f41907a7aeca41e545c
出典データセット
uspto-grants-2005_09
特許番号
US06949654B2

反応ノート

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