Ammonia → 4-benzyloxy-2-(1-hydroxyethyl)-1-methyl-1H-benzimidazole

HRID 636499ノート

反応式

HRID 636499 の反応式
[CH2:1]([O:8][C:9]1[C:10]([NH2:17])=[C:11]([CH:14]=[CH:15][CH:16]=1)[NH:12][CH3:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:18](O)(=O)[CH:19]([CH3:21])[OH:20].Cl.N>>[CH2:1]([O:8][C:9]1[C:10]2[N:17]=[C:18]([CH:19]([OH:20])[CH3:21])[N:12]([CH3:13])[C:11]=2[CH:14]=[CH:15][CH:16]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 612Lactic AcidHCID 104895412-amino-3-benzyloxy-N-methylaniline

生成物 1

HCID 106605464-benzyloxy-2-(1-hydroxyethyl)-1-methyl-1H-benzimidazole収率 19.4%

実験手順

A mixture of 3-benzyloxy-2-amino-N-methylaniline (400 mg), lactic acid (473.8 mg) and 4N hydrochloric acid (1.6 ml) was refluxed for 1.5 hours. After cooling, the mixture was adjusted to pH 8 with 28% ammonia solution, and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=2:1, v/v) to give 4-benzyloxy-2-(1-hydroxyethyl)-1-methyl-1H-benzimidazole (96.2 mg).

後処理

  1. temperaturewas refluxed for 1.5 hours
  2. temperatureAfter cooling
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with water and brine
  5. dry with materialdried over magnesium sulfate
  6. customevaporated in vacuo
  7. customThe residue was purified by silica gel column chromatography (ethyl acetate

出典と根拠

ORDレコード
ord-2536011894714437abbd15a62ef761a5
出典データセット
uspto-grants-2001_02
特許番号
US06194396B1

反応ノート

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