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Dichloromethane → HCID 19597325、化合物

HRID 611791
ノート
印刷プレビュー

反応式

HRID 611791 の反応式
[C:1]1([N:7]2[CH2:12][CH2:11][CH2:10][CH2:9][C:8]2=[O:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Li+].CC([N-]C(C)C)C.O[CH2:23][CH2:24][CH2:25][C:26]1(CCC([O-])=O)[CH2:30][N:29]([C:31]([C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:28]=[N:27]1.C([Li])CCC.S(OS(C(F)(F)F)(=O)=O)(C(F)(F)F)(=O)=O.[Li+].CC([N-]C(C)C)C.C1(N2CCCCC2=O)C=CC=CC=1.C(Cl)[Cl:97]>C1COCC1>[ClH:97].[C:44]1([C:31]([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)([C:38]2[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=2)[N:29]2[CH:30]=[C:26]([CH2:25][CH2:24][CH2:23][CH:9]3[CH2:10][CH2:11][CH2:12][N:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[C:8]3=[O:13])[N:27]=[CH:28]2)[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 7

HCID 6344DichloromethaneHCID 67749Trifluoromethanesulfonic anhydrideHCID 5717601-Phenylpiperidin-2-oneHCID 2724682Lithium diisopropylamideHCID 86754951HCID 86754951、化合物HCID 86754952HCID 86754952、化合物HCID 178418339Butyllithium

生成物 1

HCID 19597325HCID 19597325、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of 1-phenyl-2-piperidinone from Step F in THF is added to a solution of one equivalent of LDA in THF at -78° C., and stirred for 30 min. A solution of 4-(3-hydroxy-1-propyl)-3-(1-triphenylmethyl-4--imidazolyl)propionate in methylene chloride is cooled to -78° C. under nitrogen. One equivalent of n-butyl lithium followed by one equivalent of triflic anhydride is added, the reaction stirred for 10 min, then added to the LDA/1-phenyl-2-piperidinone solution. The reaction is warmed to room temperature, and quenched with saturated ammonium chloride. The reaction is then partitioned between ethyl acetate and saturated brine. The organic phase is dried over magnesium sulfate, filtered and concentrated. The title compound is isolated by chromatography on silica gel.

後処理

  1. additionis added
  2. stirringthe reaction stirred for 10 min
  3. customquenched with saturated ammonium chloride
  4. customThe reaction is then partitioned between ethyl acetate and saturated brine
  5. dry with materialThe organic phase is dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-3ff37114aab5401299f0f41dcaff05d9
出典データセット
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06001835

反応ノート

読み込み中…

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