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

HRID 649232
ノート
印刷プレビュー

反応式

HRID 649232 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ee9897a5094948d4ab077167d1246df4
出典データセット
uspto-grants-1988_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04738979

反応ノート

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