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Dichloromethane → HCID 19597325, 화합물

HRID 611791
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HRID 611791 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 7

HCID 6344DichloromethaneHCID 67749Trifluoromethanesulfonic anhydrideHCID 5717601-Phenylpiperidin-2-oneHCID 2724682Lithium diisopropylamideHCID 86754951HCID 86754951, 화합물HCID 86754952HCID 86754952, 화합물HCID 178418339Butyllithium

생성물 1

HCID 19597325HCID 19597325, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3ff37114aab5401299f0f41dcaff05d9
출처 데이터셋
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06001835

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