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2-Dibenzylamino-1,1-dimethylethylamine → 3-(2-Amino-1,1-dimethylethylamino)-1-(3-methylbenzimidazol-4-yloxy)-propan-2-ol

HRID 1607127
ノート
印刷プレビュー

反応式

HRID 1607127 の反応式
[O:1]1[CH2:15][CH:2]1[CH2:3][O:4][C:5]1[C:13]2[N:12]([CH3:14])[CH:11]=[N:10][C:9]=2[CH:8]=[CH:7][CH:6]=1.C([N:23](CC1C=CC=CC=1)[CH2:24][C:25]([NH2:28])([CH3:27])[CH3:26])C1C=CC=CC=1.[H][H]>[Pd].C(O)C>[NH2:23][CH2:24][C:25]([NH:28][CH2:15][CH:2]([OH:1])[CH2:3][O:4][C:5]1[C:13]2[N:12]([CH3:14])[CH:11]=[N:10][C:9]=2[CH:8]=[CH:7][CH:6]=1)([CH3:27])[CH3:26]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 117778302-Dibenzylamino-1,1-dimethylethylamineHCID 198530372,3-Epoxy-1-(3-methylbenzimidazol-4-yloxy)-propaneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 198529363-(2-Amino-1,1-dimethylethylamino)-1-(3-methylbenzimidazol-4-yloxy)-propan-2-ol

試薬・触媒・溶媒 2

HCID 23938Palladium触媒
HCID 702
Ethanol
溶媒

実験手順

10.2 g. 2,3-Epoxy-1-(3-methylbenzimidazol-4-yloxy)-propane are added to 40.3 g. 2-dibenzylamino-1,1-dimethylethylamine (prepared analogously to H. G. Johnson, J.A.C.S., 68, 12/1946) in 300 ml. ethanol and the reaction mixture is stirred for 3 days at ambient temperature. The reaction mixture is now hydrogenated at 60° C. over 8 g. palladium-charcoal (10%) until the take up of hydrogen is finished. The catalyst is then filtered off with suction and the filtrate evaporated to dryness. The residue is chromatographed on silica gel with methanol/concentrated aqueous ammonia solution (95:5 v/v). The appropriate fractions are evaporated, the residue is taken up in methylene chloride and dried over anhydrous sodium sulphate and the solution is evaporated to dryness. There are obtained 8.7 g. (66% of theory) of the desired product as a pale yellow oil.

後処理

  1. customis now hydrogenated at 60° C. over 8 g
  2. filtrationThe catalyst is then filtered off with suction
  3. customthe filtrate evaporated to dryness
  4. customThe residue is chromatographed on silica gel with methanol/concentrated aqueous ammonia solution (95:5 v/v)
  5. customThe appropriate fractions are evaporated
  6. dry with materialdried over anhydrous sodium sulphate
  7. customthe solution is evaporated to dryness
  8. customThere are obtained 8.7 g

出典と根拠

ORDレコード
ord-a57c0b9d57564d44bb79d1de126609cf
出典データセット
uspto-grants-1989_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04863949

反応ノート

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