Hydrochloric Acid → 1,12-Bis(3,4-dicyanophenoxy) dodecane

HRID 903118

反応式

HRID 903118 の反応式
[CH2:1](O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13].[N+]([C:18]1[CH:19]=[C:20]([C:26]#[N:27])[C:21](=[CH:24][CH:25]=1)[C:22]#[N:23])([O-])=O.[C:28](=[O:31])([O-])[O-].[K+].[K+].Cl>CS(C)=O>[C:26]([C:20]1[CH:19]=[C:18]([CH:25]=[CH:24][C:21]=1[C:22]#[N:23])[O:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH2:1][O:31][C:28]1[CH:25]=[CH:24][C:21]([C:22]#[N:23])=[C:20]([C:26]#[N:27])[CH:19]=1)#[N:27]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 11430Potassium Carbonate2 回HCID 797581,12-DodecanediolHCID 974431,2-Benzenedicarbonitrile, 4-nitro-

生成物 1

HCID 125786551,12-Bis(3,4-dicyanophenoxy) dodecane

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

A mixture of 1,12-dodecanediol (20.4 g, 0.10 mol), 4-nitrophthalonitrile (35 g, 0.20 mol), anhydrous potassium carbonate (69 g, 0.50 mol) and 180 ml of dimethyl sulfoxide was heated at 70°-75° C. for 6 hours under a nitrogen atmosphere. The potassium carbonate was added in three portions. After cooling, the content was slowly poured into 500 ml of cold dilute (2 N) hydrochloric acid. The aqueous solution was extracted with four, 100 ml portions of chloroform. The combined extract was washed several times with water, charcoaled, dried over anhydrous sodium sulfate and concentrated to afford 42 g of crude product. Recrystallization from ethanol-water yielded 24.4 g (54%), m.p. 104°-107° C. of 1,12-bis(3,4-dicyanophenoxy) dodecane.

後処理

  1. temperaturewas heated at 70°-75° C. for 6 hours under a nitrogen atmosphere
  2. temperatureAfter cooling
  3. additionthe content was slowly poured into 500 ml
  4. extractionThe aqueous solution was extracted with four, 100 ml portions of chloroform
  5. extractionThe combined extract
  6. washwas washed several times with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. concentrationconcentrated
  9. customto afford 42 g of crude product
  10. customRecrystallization from ethanol-water

出典と根拠

ORDレコード
ord-a96b19dd6bc84d4b885cea11d2a42883
出典データセット
uspto-grants-1980_10
特許番号
US04226801

関連ノート

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