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Sodium Cyanide → HCID 45087748, 화합물

HRID 497078
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HRID 497078 반응식
[C-:1]#[N:2].[K+].[C-]#N.[Na+].C1OCCOCCOCCOCCOCCOC1.Br[CH2:26][C@@H:27]1[N:31]([CH3:32])[C:30](=[O:33])[CH2:29][CH2:28]1>CC#N>[CH3:32][N:31]1[C:30](=[O:33])[CH2:29][CH2:28][C@@H:27]1[CH2:26][C:1]#[N:2]
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참가 물질

6

반응물 4

HCID 8929Sodium CyanideHCID 9032Potassium CyanideHCID 2855718-Crown-6HCID 69528327(5R)-5-(bromomethyl)-1-methylpyrrolidin-2-one

생성물 1

HCID 45087748HCID 45087748, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

KCN (1.26 g, 25.7 mmols), NaCN (2.78 mg, 42.7 mmols) and 18-crown-6 (793 mg, 3 mmols) were added to a CH3CN (60 ml) solution of the (5R)-5-(bromomethyl)-1-methylpyrrolidin-2-one (2.67 g, 13.9 mmols), and the mixture was heated for 44 hours under reflux. The inorganic matter was filtered off, and the filtrate was diluted with AcOEt (50 ml). The dilution was washed with a saturated aqueous solution (30 ml) of NaCl, and dried over MgSO4. The solvent was distilled off under reduced pressure, and then the residue was subjected to silica gel column chromatography (SiO2 100 g, MeOH—CHCl3 1:9 v/v) to obtain 2-((2R)-1-methyl-5-oxopyrrolidin-2-yl)ethanenitrile as a mixture (1.49 g) with impurities difficult to separate.

후처리

  1. temperaturethe mixture was heated for 44 hours
  2. temperatureunder reflux
  3. filtrationThe inorganic matter was filtered off
  4. additionthe filtrate was diluted with AcOEt (50 ml)
  5. washThe dilution was washed with a saturated aqueous solution (30 ml) of NaCl
  6. dry with materialdried over MgSO4
  7. distillationThe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-62925c6323f64817a9b385d6ad2d5f10
출처 데이터셋
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06949553B2

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