Sodium Cyanide → Pentanoic acid, 4-cyano-4-(2-(1,1-dimethylethyl)diazenyl)-

HRID 65892

반응식

HRID 65892 반응식
[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([CH3:6])=O.[OH-].[Na+].[C-:11]#[N:12].[Na+].Cl.[C:15]([NH:19][NH2:20])([CH3:18])([CH3:17])[CH3:16].ClCl>O>[C:15]([N:19]=[N:20][C:4]([C:11]#[N:12])([CH3:6])[CH2:3][CH2:2][C:1]([OH:8])=[O:7])([CH3:18])([CH3:17])[CH3:16]

참가 물질

7

반응물 5

HCID 8929Sodium CyanideHCID 11579Levulinic AcidHCID 14798Sodium HydroxideHCID 24526ChlorineHCID 81889tert-Butylhydrazine monohydrochloride

생성물 1

HCID 91299Pentanoic acid, 4-cyano-4-(2-(1,1-dimethylethyl)diazenyl)-수율 86.5%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a mixture of 10.2 grams (0.0876 mole) of levulinic acid in 25 ml. of water was added in the following sequence: 7.04 grams (0.0876 mole) of 50% sodium hydroxide, 5.88 grams (0.12 mole) of sodium cyanide and 10.9 grams (0.0438 mole) of t-butylhydrazine hydrochloride. The reaction mixture was stirred for 5 hours at room temperature, cooled to 5° C. and chlorine passed into the system holding the temperature below 15° C. until there was an increase in weight 10.0 grams (0.14 mole). After the chlorination was over, the product was extracted with methylene chloride, the methylene chloride solution washed twice with water, dried over anhydrous sodium sulfate, filtered, and the methylene chloride evaporated on a rotating evaporator to leave 9.70 grams (52.5% yield) of crude product. The crude material was recrystallized from benzene-pentane to give 8.0 grams of product having a melting range of 79°-81° C.

후처리

  1. temperaturecooled to 5° C.
  2. customthe temperature below 15° C.
  3. temperaturean increase in weight 10.0 grams (0.14 mole)
  4. extractionwas extracted with methylene chloride
  5. washthe methylene chloride solution washed twice with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. customthe methylene chloride evaporated on a rotating evaporator
  9. customto leave 9.70 grams (52.5% yield) of crude product
  10. customThe crude material was recrystallized from benzene-pentane

출처 및 근거

ORD 기록
ord-7a8f16f105f4495b8fc2f02eabdde0fe
출처 데이터셋
uspto-grants-1978_12
특허 번호
US04129586

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