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Sodium hydride → 1-(4-Bromo-2,6-dichloro-benzyl)-3-(4-methoxy-cyclohexyl)-pyrrolidin-2-one

HRID 1670834
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HRID 1670834 반응식
[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][CH:6]([CH:9]2[CH2:13][CH2:12][NH:11][C:10]2=[O:14])[CH2:5][CH2:4]1.[H-].[Na+].[Br:17][C:18]1[CH:19]=[C:20]([Cl:27])[C:21]([CH2:25]Br)=[C:22]([Cl:24])[CH:23]=1>CN(C=O)C>[Br:17][C:18]1[CH:19]=[C:20]([Cl:27])[C:21]([CH2:25][N:11]2[CH2:12][CH2:13][CH:9]([CH:6]3[CH2:5][CH2:4][CH:3]([O:2][CH3:1])[CH2:8][CH2:7]3)[C:10]2=[O:14])=[C:22]([Cl:24])[CH:23]=1
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참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 594744985-Bromo-2-(bromomethyl)-1,3-dichlorobenzeneHCID 673564923-(4-Methoxycyclohexyl)-pyrrolidin-2-one

생성물 1

HCID 673556821-(4-Bromo-2,6-dichloro-benzyl)-3-(4-methoxy-cyclohexyl)-pyrrolidin-2-one수율 28.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Treat a solution of 3-(4-methoxycyclohexyl)-pyrrolidin-2-one (0.0.71 g, 3.6 mmol) in DMF (20 mL) with a sodium hydride (0.0.29 mL, 7.2 mmol) and stir at room temperature for 10 minutes under N2. Treat the reaction with 5-Bromo-2-bromomethyl-1,3-dichloro-benzene (1.36 g, 4.3 mmol). Stir the mixture for 14 hours. Quench the reaction with water and extract with ethyl acetate. Dry the organic layer (Na2SO4), remove the solvent in vacuo to afford crude product, and purify with 25% ethyl acetate in hexanes to afford 0.45 g of the title compound.

후처리

  1. additionTreat
  2. stirringStir the mixture for 14 hours
  3. customQuench
  4. customthe reaction with water
  5. extractionextract with ethyl acetate
  6. dry with materialDry the organic layer (Na2SO4)
  7. customremove the solvent in vacuo
  8. customto afford crude product
  9. custompurify with 25% ethyl acetate in hexanes

출처 및 근거

ORD 기록
ord-2ed59242f4b440ea8763bdc997ee4e2d
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07994176B2

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