Sulfuric Acid → 4-(Dimethylamino)-2-phenyl-2-(pyridin-2-yl)pentanamide

HRID 1284907노트

반응식

HRID 1284907 반응식
S(=O)(=O)(O)O.[CH3:6][N:7]([CH:9]([CH3:26])[CH2:10][C:11]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1)[C:12]#[N:13])[CH3:8].[OH-:27].[Na+]>O>[CH3:6][N:7]([CH:9]([CH3:26])[CH2:10][C:11]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1)[C:12]([NH2:13])=[O:27])[CH3:8]

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 11076813HCID 11076813, 화합물

생성물 1

HCID 30250604-(Dimethylamino)-2-phenyl-2-(pyridin-2-yl)pentanamide

시약·촉매·용매 1

HCID 962Water용매

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온도
90 °C

실험 절차

Conc. sulfuric acid (11 ml) was added to 4-(N,N-dimethylamino)-2-phenyl-2-(2-pyridyl)-valeronitrile (6.3 g) at 0° C. and then water (1 ml) was added thereto. After being heated at 90° C. for 3 hours, the mixture was poured into ice-water, adjusted to pH 10 with 10% aqueous sodium hydroxide and extracted with ethyl acetate (50 ml×3). The extracts were combined, and washed with water, dried over magnesium sulfate and evaporated under reduced pressure. The obtained crude crystal was recrystallized from diethyl ether to give 4-(N,N-dimethylamino)-2-phenyl-2-(2-pyridyl)-valeramide (1.89 g). mp 132°-134° C.

후처리

  1. extractionextracted with ethyl acetate (50 ml×3)
  2. washwashed with water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated under reduced pressure
  5. customThe obtained crude crystal
  6. customwas recrystallized from diethyl ether

출처 및 근거

ORD 기록
ord-3d3e266cbb054128b41a436c974df58e
출처 데이터셋
uspto-grants-1986_01
특허 번호
US04564621

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