Chloroform → 2-Benzoyl-3-dimethylaminocrotononitrile

HRID 128172

反応式

HRID 128172 の反応式
[C:1]([CH2:9][C:10]#[N:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(Cl)(Cl)Cl.CO[C:18](OC)([N:20]([CH3:22])[CH3:21])[CH3:19]>C1C=CC=CC=1>[C:1](/[C:9](=[C:18](/[N:20]([CH3:22])[CH3:21])\[CH3:19])/[C:10]#[N:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 6212Chloroform2 回HCID 64799BenzoylacetonitrileHCID 878351,1-Dimethoxyethyl(dimethyl)amine

生成物 1

HCID 146739772-Benzoyl-3-dimethylaminocrotononitrile

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

To a solution of 14.5 g. (0.10 m) of benzoylacetonitrile in 100 ml. of chloroform, cooled in an ice-salt bath, was added 13.3 g. (0.1 m) of N,N-dimethylacetamide dimethylacetal in 20 ml. chloroform. The reaction mixture was stirred in the ice-salt bath for 2 hours, then evaporated in vacuo to an orange oil. The oil was dissolved in 150 ml. benzene and passed through Magnesol®. The filtrate was evaporated and the oil thus obtained was dissolved in 50 ml. benzene to which pet ether was added until the solution became cloudy. The precipitate which formed upon cooling was collected. The solid was recrystallized twice from benzene-pet ether, with charcoal treatment to yield 5.8 g. (27%) of light yellow crystals, m.p. 105°-106° C.

後処理

  1. additionwas added 13.3 g
  2. customevaporated in vacuo to an orange oil
  3. dissolutionThe oil was dissolved in 150 ml
  4. customThe filtrate was evaporated
  5. customthe oil thus obtained
  6. dissolutionwas dissolved in 50 ml
  7. customThe precipitate which formed
  8. temperatureupon cooling
  9. customwas collected
  10. customThe solid was recrystallized twice from benzene-pet ether, with charcoal treatment
  11. customto yield 5.8 g

出典と根拠

ORDレコード
ord-084c675acf0944cf8cdefa7dd2e4ae02
出典データセット
uspto-grants-1981_03
特許番号
US04259256

関連ノート

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