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Ammonia → HCID 25143769, 화합물

HRID 1920497
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HRID 1920497 반응식
[OH-].[K+].[C:3]([CH:5]([CH2:14][CH:15]([CH3:17])[CH3:16])[CH2:6][C:7]([N:9]([CH2:12][CH3:13])[CH2:10][CH3:11])=[O:8])#[N:4].N.[H][H]>CO.[Ni]>[NH2:4][CH2:3][CH:5]([CH2:14][CH:15]([CH3:17])[CH3:16])[CH2:6][C:7]([N:9]([CH2:12][CH3:13])[CH2:10][CH3:11])=[O:8]
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참가 물질

7

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HCID 222AmmoniaHCID 14797Potassium HydroxideHCID 25143768HCID 25143768, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 25143769HCID 25143769, 화합물

시약·촉매·용매 2

HCID 935Nickel촉매HCID 887
Methanol
용매

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온도
30 °C

실험 절차

To a solution of potassium hydroxide (19 grams) in methanol (114 ml), 3-cyano-N,N-diethyl-5-methyl hexanamide (9.5 grams) was added followed by ammonia solution (38 ml) and Raney nickel (19 grams). Hydrogen pressure of 4.0 kg/cm2 was applied and the reaction mixture was stirred at 30° C. for 22 hours. The reaction mixture was filtered through a hyflow bed. The solvent was distilled off under reduced pressure at a temperature below 60° C. Water (200 ml) was added to the reaction mixture and pH adjusted to 2 with concentrated hydrochloric acid. The aqueous layer was extracted with dichloromethane. The pH of aqueous layer was adjusted to 8.0, with 50% sodium hydroxide. The aqueous layer was extracted with dichloromethane. The solvent was distilled off completely under atmospheric pressure to obtain the title compound as a residue.

후처리

  1. filtrationThe reaction mixture was filtered through a hyflow bed
  2. distillationThe solvent was distilled off under reduced pressure at a temperature below 60° C
  3. additionWater (200 ml) was added to the reaction mixture
  4. extractionThe aqueous layer was extracted with dichloromethane
  5. extractionThe aqueous layer was extracted with dichloromethane
  6. distillationThe solvent was distilled off completely under atmospheric pressure

출처 및 근거

ORD 기록
ord-c4230f41c26440ed893876a921bc3041
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08168828B2

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