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Acetone → HCID 68359227、化合物

HRID 339907
ノート
印刷プレビュー

反応式

HRID 339907 の反応式
COC1C=C(OC)C=CC=1C[NH:6][S:7]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)=[CH:13][CH:12]=1)(=[O:9])=[O:8].C([Li])CCC.[CH3:35][C:36]([CH3:38])=[O:37].FC(F)(F)C(O)=O>C1COCC1.CCCCCC>[OH:37][C:36]([CH3:38])([CH3:35])[CH:10]([C:11]1[CH:12]=[CH:13][C:14]([CH2:17][N:18]2[CH2:19][CH2:20][O:21][CH2:22][CH2:23]2)=[CH:15][CH:16]=1)[S:7]([NH2:6])(=[O:8])=[O:9]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 180AcetoneHCID 6422Trifluoroacetic acidHCID 68292717HCID 68292717、化合物HCID 178418339Butyllithium

生成物 1

HCID 68359227HCID 68359227、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒
HCID 8058
Hexane
溶媒

実験手順

Under inert gas, 0.410 g of N-(2,4-dimethoxybenzyl)-C-(4-morpholin-4-ylmethylphenyl)methanesulfonamide was initially charged in 5 ml of THF and then, at −78° C., 1.34 ml of a 1.6 N butyllithium solution in hexane were added dropwise. The reaction mixture was stirred for 5 minutes and then 0.29 ml of acetone was added dropwise. The mixture was stirred at constant temperature for 5 minutes, 0.22 ml of trifluoroacetic acid were added and the mixture was allowed to come to room temperature. The solvent was removed under reduced pressure. The residue was dissolved in 10 ml of dichloromethane, and 2 ml of trifluoroacetic acid were added. After stirring at room temperature for 16 h, 20 ml of 1M HCl were added and the aqueous phase was removed and concentrated. This gave the crude product with a molecular weight of 364.9 g/mol (C15H25N2O4S), which was used without further purification.

後処理

  1. stirringThe mixture was stirred at constant temperature for 5 minutes
  2. customto come to room temperature
  3. customThe solvent was removed under reduced pressure
  4. dissolutionThe residue was dissolved in 10 ml of dichloromethane
  5. addition2 ml of trifluoroacetic acid were added
  6. stirringAfter stirring at room temperature for 16 h
  7. addition20 ml of 1M HCl were added
  8. customthe aqueous phase was removed
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-fd943185cadc4d8aa0fbc63bb8467617
出典データセット
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08895547B2

反応ノート

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