Potassium Cyanide → 1H-Benzimidazole-2-acetonitrile, 4,5,6,7-tetrahydro-

HRID 70794노트

반응식

HRID 70794 반응식
[C-:1]#[N:2].[K+].Cl.Cl[CH2:6][C:7]1[NH:11][C:10]2[CH2:12][CH2:13][CH2:14][CH2:15][C:9]=2[N:8]=1.C(=O)([O-])O.[Na+]>CCO>[NH:8]1[C:9]2[CH2:15][CH2:14][CH2:13][CH2:12][C:10]=2[N:11]=[C:7]1[CH2:6][C:1]#[N:2]

참가 물질

5

반응물 3

HCID 9032Potassium CyanideHCID 516892Sodium BicarbonateHCID 136978322-(chloromethyl)-4,5,6,7-tetrahydro-1H-1,3-benzodiazole hydrochloride

생성물 1

HCID 701702071H-Benzimidazole-2-acetonitrile, 4,5,6,7-tetrahydro-수율 92.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

An aqueous solution (30 ml) of potassium cyanide (15 g) was ice-cooled, then, an EtOH (140 ml) solution of 2-(chloromethyl)-4,5,6,7-tetrahydro-1H-benzimidazole hydrochloride (12.0 g) was added, and stirring was performed at room temperature for 1 hour and then at 50° C. for 1, hour. A saturated aqueous sodium hydrogen carbonate solution was added to the reaction liquid, followed by concentration under reduced pressure and extraction with chloroform. The organic layer was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (28% aqueous ammonia/methanol/chloroform) to obtain 4,5,6,7-tetrahydro-1H-benzimidazol-2-yl acetonitrile (8.6 g).

후처리

  1. temperaturecooled
  2. customat 50° C.
  3. concentrationfollowed by concentration under reduced pressure and extraction with chloroform
  4. concentrationThe organic layer was concentrated under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (28% aqueous ammonia/methanol/chloroform)

출처 및 근거

ORD 기록
ord-5ad1a409f8ef42a49924cb83dd1a128b
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822688B2

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