Hydrochloric Acid → 5-Cyanotryptamine

HRID 1371856노트

반응식

HRID 1371856 반응식
Cl.[N+:2]([CH2:5][CH2:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([C:16]#[N:17])[CH:14]=2)[NH:9][CH:8]=1)([O-])=O.[OH-].[Na+]>CO.[Zn]>[C:16]([C:13]1[CH:14]=[C:15]2[C:10]([NH:9][CH:8]=[C:7]2[CH2:6][CH2:5][NH2:2])=[CH:11][CH:12]=1)#[N:17]

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21071455HCID 21071455, 화합물

생성물 1

HCID 589265-Cyanotryptamine

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 887Methanol용매

실험 절차

Add zinc powder (16.22 g, 248.1 mmol) in four portions to 2N HCl (300.0 ml). Add dropwise 3-(2-nitroethyl)-5-cyano-1H-indole (2.25 g, 10.5 mmol) as a solution in methanol (300.0 ml). Heat to reflux. After 2.5 hours, cool to ambient temperature and adjust the pH to 11 using 5N NaOH, filter through Celite, wash with water, then extract the filtrate with dichloromethane. Combine the organic extracts, wash with brine, dry (Na2SO4), then evaporated to give the title compound: mp 102–105° C., MS (ACPI): m/e 186.1 (M+1). Analysis for C11H11N3: Calcd: C, 71.33; H, 5.99; N, 22.69; found: C, 71.03; H, 5.91; N, 22.64.

후처리

  1. temperatureHeat to reflux
  2. filtrationfilter through Celite
  3. washwash with water
  4. extractionextract the filtrate with dichloromethane
  5. washwash with brine
  6. dry with materialdry (Na2SO4)
  7. customevaporated

출처 및 근거

ORD 기록
ord-45470ed625144098bf7fb8f035852be0
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07157488B2

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