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Ammonia → 1-Trityl-4-(2,2-diphenylethyl)-5-methylimidazole

HRID 649232
노트
인쇄 미리보기

반응식

HRID 649232 반응식
[C:1]([N:20]1[C:24]([CH3:25])=[C:23]([CH2:26]Cl)[N:22]=[CH:21]1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N.[Cl-].[NH4+]>C1COCC1>[C:1]([N:20]1[C:24]([CH3:25])=[C:23]([CH2:26][CH:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:22]=[CH:21]1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 110469654-(Chloromethyl)-5-methyl-1-trityl-1H-imidazole

생성물 1

HCID 147363691-Trityl-4-(2,2-diphenylethyl)-5-methylimidazole

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-78 °C

실험 절차

Then it is cooled again to -78° C. and a solution of 1-trityl-4-chloromethyl-5-methylimidazole 3 in 10 ml of anhydrous THF is added thereto. After stirring for an hour at -78° C. the reaction mixture is kept at -20° C. for 48 hours. Then 30 ml of an aqueous 10% ammonia solution saturated with ammonium chloride are added and the mixture is extracted with ether. The organic phase is washed with water, dried over potassium carbonate and evaporated under reduced pressure. The residual oil is dispersed in heptane and cooled with an ice bath. This causes the precipitation of a yellow solid which is recrystallised in isopropanol. The 1-trityl-4-(2,2-diphenyl ethyl)-5-methylimidazole 4 is so obtained in the form of a white solid.

후처리

  1. extractionthe mixture is extracted with ether
  2. washThe organic phase is washed with water
  3. dry with materialdried over potassium carbonate
  4. customevaporated under reduced pressure
  5. additionThe residual oil is dispersed in heptane
  6. temperaturecooled with an ice bath
  7. customthe precipitation of a yellow solid which
  8. customis recrystallised in isopropanol

출처 및 근거

ORD 기록
ord-ee9897a5094948d4ab077167d1246df4
출처 데이터셋
uspto-grants-1988_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04738979

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