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

HRID 70794ノート

反応式

HRID 70794 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-5ad1a409f8ef42a49924cb83dd1a128b
出典データセット
uspto-grants-2014_09
特許番号
US08822688B2

反応ノート

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