Potassium Iodide → 1-Benzyl-alpha,alpha-bis(p-chlorophenyl)imidazole-2-methanol

HRID 261975

반응식

HRID 261975 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)([C:10]2[NH:11][CH:12]=[CH:13][N:14]=2)[OH:9])=[CH:4][CH:3]=1.[Na].C1(C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C=1)[N+]([O-])=O.[I-].[K+].[CH2:41](Br)[C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1>C(#N)C>[CH2:41]([N:14]1[CH:13]=[CH:12][N:11]=[C:10]1[C:8]([C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=1)([C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)[OH:9])[C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1

참가 물질

7

반응물 5

HCID 4875Potassium IodideHCID 6954Picric AcidHCID 7498Benzyl BromideHCID 5360545SodiumHCID 12433870Bis-(4-chloro-phenyl)-(1H-imidazol-2-yl)-methanol

생성물 1

HCID 124339381-Benzyl-alpha,alpha-bis(p-chlorophenyl)imidazole-2-methanol

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

A solution of 19.2 g of α,α-bis(p-chlorophenyl)imidazole-2-methanol (prepared according to Example III B) and 3 g of sodium hydroxyde in 250 ml. of acetonitrile was refluxed for one hour with stirring. Then 500 mg of picric acid, a few crystals of potassium iodide and a solution of 11.3 g of benzyl bromide in 100 ml. of acetonitrile were added. Refluxing was then continued for 4 hours with stirring. The reaction mixture was kept standing overnight. The precipitate formed was filtered off and dissolved in 3 liter of diethyl ether. This solution was washed with a saturated sodium chloride solution, decolorized with active charcoal, dried over sodium sulphate and concentrated. The residue was crystallised from a mixture of methanol and diethyl ether. 1-Benzyl-α,α-bis(p-chlorophenyl)imidazole-2-methanol was obtained. Melting point 167°-168° C.

후처리

  1. temperatureRefluxing
  2. stirringwith stirring
  3. waitThe reaction mixture was kept standing overnight
  4. customThe precipitate formed
  5. filtrationwas filtered off
  6. dissolutiondissolved in 3 liter of diethyl ether
  7. washThis solution was washed with a saturated sodium chloride solution
  8. dry with materialdried over sodium sulphate
  9. concentrationconcentrated
  10. customThe residue was crystallised from a mixture of methanol and diethyl ether

출처 및 근거

ORD 기록
ord-81c13b075a9449d79becd3cecb290bc5
출처 데이터셋
uspto-grants-1979_05
특허 번호
US04152441

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