Sodium Cyanide → 2-(4-fluorophenyl)-2-(N,N-dimethylamino)acetonitrile

HRID 968074

反応式

HRID 968074 の反応式
[C-:1]#[N:2].[Na+].Cl.[CH3:5][NH:6][CH3:7].[F:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=O)=[CH:11][CH:10]=1>[Cl-].C([N+](CCCC)(CCCC)CCCC)C1C=CC=CC=1.O.C1(C)C=CC=CC=1>[F:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]([N:6]([CH3:7])[CH3:5])[C:1]#[N:2])=[CH:11][CH:10]=1

参加物

7

反応物 3

HCID 8929Sodium CyanideHCID 10473Dimethylamine, hydrochlorideHCID 680234-Fluorobenzaldehyde

生成物 1

HCID 113098562-(4-fluorophenyl)-2-(N,N-dimethylamino)acetonitrile収率 89%

試薬・触媒・溶媒 3

HCID 159952Benzyltributylammonium chloride触媒HCID 962Water溶媒2 回HCID 1140Toluene溶媒

実験手順

Into a 1 l four-necked flask equipped with a thermometer, a stirrer and a dropping funnel, 30.9 g (0.6 mol) of sodium cyanide, 85.7 g (1.05 mol) of dimethylamine hydrochloride, 1.2 g of benzyltri-n-butylammonium chloride and 200 ml of water were charged, and a solution comprising 62.1 g (0.5 mol) of 4-fluorobenzaldehyde and 150 ml of toluene, was dropwise added over a period of 30 minutes at from 20 to 30° C. with stirring, and then reacted at from 45 to 50° C. for 4 hours. After completion of the reaction, 200 ml of water was added, and the mixture was subjected to liquid separation. The organic layer was separated, washed with a 5% sodium hydrogen carbonate aqueous solution and water, and then dried over anhydrous sodium sulfate. Toluene was distilled off, and the obtained oily substance was distilled under reduced pressure to obtain 79.3 g (yield: 89%) of the desired compound (boiling point: 100-101° C./1 KPa).

後処理

  1. additionwere charged
  2. customreacted at from 45 to 50° C. for 4 hours
  3. additionwas added
  4. customthe mixture was subjected to liquid separation
  5. customThe organic layer was separated
  6. washwashed with a 5% sodium hydrogen carbonate aqueous solution and water
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationToluene was distilled off
  9. distillationthe obtained oily substance was distilled under reduced pressure

出典と根拠

ORDレコード
ord-3c031abe23854ad29d09c9be99177859
出典データセット
uspto-grants-2005_10
特許番号
US06956132B2

関連ノート

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