Acrylonitrile → 2-[(2-Chloro-5-ethylpyridine-3-yl)(hydroxy)methyl]acrylonitrile

HRID 1445545

反応式

HRID 1445545 の反応式
[Cl:1][C:2]1[N:9]=[CH:8][C:7]([CH2:10][CH3:11])=[CH:6][C:3]=1[CH:4]=[O:5].C1N2CCN(CC2)C1.[C:20](#[N:23])[CH:21]=[CH2:22]>C(OCC)C>[Cl:1][C:2]1[C:3]([CH:4]([OH:5])[C:21](=[CH2:22])[C:20]#[N:23])=[CH:6][C:7]([CH2:10][CH3:11])=[CH:8][N:9]=1

参加物

5

反応物 3

HCID 7855AcrylonitrileHCID 9237DabcoHCID 249768452-Chloro-5-ethylpyridine-3-carbaldehyde

生成物 1

HCID 444053522-[(2-Chloro-5-ethylpyridine-3-yl)(hydroxy)methyl]acrylonitrile

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

To a mixture of 2-Chloro-5-ethylnicotinaldehyde (10 mmol, 1.69 g) and DABCO (10 mmol. 1.12 g) was added an acrylonitrile (60 mmol.) under neat conditions [solvent free conditions] at room temperature and the reaction progress was monitored by TLC. Upon completion of the reaction mixture (˜4-5 min.) was diluted with diethyl ether (300 ml.) and washed with water 3×50 ml. The organic layer was dried over Na2SO4 and concentrated, the residue was subjected to column chromatography over silica gel, eluting with ethyl acetate and hexane (2:8, v/v) to give the desired product in almost quantitative (2.20 g.).

後処理

  1. washwashed with water 3×50 ml
  2. dry with materialThe organic layer was dried over Na2SO4
  3. concentrationconcentrated
  4. washeluting with ethyl acetate and hexane (2:8, v/v)

出典と根拠

ORDレコード
ord-fc8fb83956c444d2b2c3aa9c6d442a6e
出典データセット
uspto-grants-2010_02
特許番号
US07666883B2

関連ノート

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