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Sodium Cyanide → HCID 45087748、化合物

HRID 497078
ノート
印刷プレビュー

反応式

HRID 497078 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

HCID 45087748HCID 45087748、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-62925c6323f64817a9b385d6ad2d5f10
出典データセット
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06949553B2

反応ノート

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