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Acetic Anhydride → HCID 22116935、化合物

HRID 355589
ノート
印刷プレビュー

反応式

HRID 355589 の反応式
[CH3:1][C:2]1([CH3:24])[C:6](=[O:7])[N:5]([C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[C:10]([C:16]([F:19])([F:18])[F:17])[CH:9]=2)[C:4](=[O:20])[N:3]1[CH2:21][CH2:22][OH:23].[C:25](OC(=O)C)(=[O:27])[CH3:26].C(=O)(O)[O-].[Na+]>CN(C)C1C=CN=CC=1.N1C=CC=CC=1>[C:25]([O:23][CH2:22][CH2:21][N:3]1[C:2]([CH3:24])([CH3:1])[C:6](=[O:7])[N:5]([C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[C:10]([C:16]([F:17])([F:18])[F:19])[CH:9]=2)[C:4]1=[O:20])(=[O:27])[CH3:26]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 7918Acetic AnhydrideHCID 516892Sodium BicarbonateHCID 11244736HCID 11244736、化合物

生成物 1

HCID 22116935HCID 22116935、化合物

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 1049Pyridine溶媒

実験手順

A mixture of 215 mg of the product of Example 43, 15 mg of 4-dimethylamino-pyridine, 1 ml of pyridine and 0.5 ml of acetic acid anhydride was stirred at room temperature for 30 minutes and was then poured into 20 ml of a saturated aqueous sodium bicarbonate solution. After stirring for 20 minutes, the mixture was extracted with ethyl acetate. The organic phase was washed with water and evaporated to dryness and the pyridine and residual acetic acid were distilled. The residue was chromatographed on silica and eluted with a 65-35 methylene chloride-ethyl acetate mixture. The residue with a Rf=0.35 was taken up in isopropanol, partially concentrated, iced and vacuum filtered to obtain after drying 210 mg of the desired product melting at 99° C. to 100° C.

後処理

  1. stirringAfter stirring for 20 minutes
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic phase was washed with water
  4. customevaporated to dryness
  5. distillationthe pyridine and residual acetic acid were distilled
  6. customThe residue was chromatographed on silica
  7. washeluted with a 65-35 methylene chloride-ethyl acetate mixture
  8. concentrationpartially concentrated
  9. filtrationiced and vacuum filtered
  10. customto obtain
  11. dry with materialafter drying 210 mg of the desired product melting at 99° C. to 100° C.

出典と根拠

ORDレコード
ord-0794db92b7d742cdbd40154d3961c7b2
出典データセット
uspto-grants-1998_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
USRE035956

反応ノート

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