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Water → 2-(4-chlorophenyl)-N-[1-methyl-1-isopropyl-2-oxopropyl]propanamide

HRID 992762
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HRID 992762 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:10]2[O:11][C:12](=[O:19])[C:13]([CH:16]([CH3:18])[CH3:17])([CH3:15])[N:14]=2)[CH3:9])=[CH:4][CH:3]=1.C[Li].[CH3:22]COCC.C(OCC)(=O)C.O>O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:9])[C:10]([NH:14][C:13]([CH3:15])([CH:16]([CH3:18])[CH3:17])[C:12](=[O:19])[CH3:22])=[O:11])=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 113120132-[1-(4-Chlorophenyl)ethyl]-4-isopropyl-4-methyl-1,3-oxazol-5-oneHCID 178467906HCID 178467906, 화합물

생성물 1

HCID 114833132-(4-chlorophenyl)-N-[1-methyl-1-isopropyl-2-oxopropyl]propanamide수율 55.6%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매
2회

실험 절차

4.8 g (18 mmol) of 2-[1-(4-chlorophenyl)ethyl]-4-isopropyl-4-methyl-1,3-oxazol-5-one was dissolved in 40 ml of tetrahydrofuran. Thereto was dropwise added, at 5° C., a solution obtained by diluting 20.4 ml of a 1.14 M/liter methyllithium ether solution (23.3 mmol) with 50 ml of tetrahydrofuran. The mixture was kept at 10° C. or below and subjected to a reaction for 1 hour. After the completion of the reaction, ethyl acetate and water were added for phase separation. The separated organic layer was concentrated. The resulting concentrate was subjected to column chromatography to obtain 2.9 g (0.01 mol) (yield=55%) of 2-(4-chlorophenyl)-N-[1-methyl-1-isopropyl-2-oxopropyl]propanamide.

후처리

  1. additionThereto was dropwise added, at 5° C.
  2. customa solution obtained
  3. customwas kept at 10° C. or below
  4. customsubjected to a reaction for 1 hour
  5. additionwere added for phase separation
  6. concentrationThe separated organic layer was concentrated
  7. concentrationThe resulting concentrate

출처 및 근거

ORD 기록
ord-8f6e24c9241d4a908cb2d6ebe592f737
출처 데이터셋
uspto-grants-2002_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06469210B1

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