Sodium Chloride → 1-t-Butylazo-1-isocyanatocyclohexane

HRID 436744

反応式

HRID 436744 の反応式
[O-:1][C:2]#[N:3].[K+].CCCCC.[C:10]([N:14]=[N:15][C:16]1(Cl)[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)([CH3:13])([CH3:12])[CH3:11].[Cl-].[Na+]>C(O)(C)C.O>[C:10]([N:14]=[N:15][C:16]1([N:3]=[C:2]=[O:1])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)([CH3:13])([CH3:11])[CH3:12]

参加物

7

反応物 4

HCID 5234Sodium ChlorideHCID 8003PentaneHCID 11378442Potassium cyanateHCID 233447841-t-Butylazo-1-chlorocyclohexane

生成物 1

HCID 214311721-t-Butylazo-1-isocyanatocyclohexane

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3776Isopropanol溶媒

反応条件

温度
5 °C

実験手順

To a stirred solution of 48.7 grams (0.6 moles) of potassium cyanate in 250 ml of 75% aqueous isopropanol in a 2 liter jacketed reactor, cooled to 5° C., was added 371 grams (0.5 moles) of a 27.4% pentane solution of 1-t-butylazo-1-chlorocyclohexane holding the reaction temperature at 10°-20° C. After the addition was complete, the reaction mixture was stirred an additional 90 minutes at room temperature, 300 ml of water added and the reaction stirred until the sodium chloride dissolved. The product was extracted with 300 ml pentane, the pentane extract washed successively with water, 10% NaHCO3 solution, water, dried over anhydrous sodium sulfate, filtered and the pentane evaporated under reduced pressure to leave 100 grams (94.6% crude yield) of a yellow liquid. The product has a sharp band at approximately 2225 cm-1 which is indicative of the isocyanato band in these compounds.

後処理

  1. additionAfter the addition
  2. dissolutiondissolved
  3. extractionThe product was extracted with 300 ml pentane
  4. extractionthe pentane extract
  5. washwashed successively with water, 10% NaHCO3 solution, water
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. customthe pentane evaporated under reduced pressure
  9. customto leave 100 grams (94.6% crude yield) of a yellow liquid

出典と根拠

ORDレコード
ord-4cb8e3cc7ea143de94d7279ee20b3dd7
出典データセット
uspto-grants-1977_06
特許番号
US04028344

関連ノート

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