Iodoethane → 2,2-Diethylmalononitrile

HRID 1024336ノート

反応式

HRID 1024336 の反応式
[C:1](#[N:5])[CH2:2][C:3]#[N:4].[CH2:6](I)[CH3:7].[CH3:9][C:10]([O-])(C)C.[K+]>CCCC[N+](CCCC)(CCCC)CCCC.[Br-]>[CH2:9]([C:2]([CH2:6][CH3:7])([C:1]#[N:5])[C:3]#[N:4])[CH3:10]

参加物

5

反応物 3

HCID 6340IodoethaneHCID 8010MalononitrileHCID 23665647Potassium tert-butoxide

生成物 1

HCID 27772312,2-Diethylmalononitrile

試薬・触媒・溶媒 1

HCID 74236Tetrabutylammonium Bromide触媒

実験手順

Malononitrile (15.2 g) was mixed with TBAB (3.0 g, 4 mol %) and ethyl iodide (36.8 mL, 2 equiv.). After stirring for 30 minutes at room temperature, the mixture was cooled in an ice bath, KOtBu (51.6 g, 2 equiv.) was added portionwise, the ice bath was removed, and the mixture was stirred for 30 minutes at room temperature. Extraction with DCM/H2O, drying over Na2SO4 and evaporation under reduced pressure gave 40 grams of crude material, which was purified by flash chromatography eluting with DCM. This yielded 20.4 grams of an orange oil which solidified upon standing. 1H NMR (400 MHz, CDCl3) δ 1.29 (t, J=7.5 Hz, 6H), 2.00 (q, J=7.5 Hz, 4H).

後処理

  1. temperaturethe mixture was cooled in an ice bath
  2. customthe ice bath was removed
  3. stirringthe mixture was stirred for 30 minutes at room temperature
  4. extractionExtraction with DCM/H2O
  5. dry with materialdrying over Na2SO4 and evaporation under reduced pressure

出典と根拠

ORDレコード
ord-cdcdae82d51f41febe52e5cc1cdbbbe2
出典データセット
uspto-grants-2014_05
特許番号
US08722887B2

反応ノート

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