Sodium borohydride → 5,6-dihydro-2-(2-phenylethyl)-4H-imidazo[4,5,1-ij]quinolin-6-ol

HRID 341828ノート

反応式

HRID 341828 の反応式
[C:1]1([CH2:7][CH2:8][C:9]2[N:19]3[C:20]4[C:15]([C:16](=[O:21])[CH2:17][CH2:18]3)=[CH:14][CH:13]=[CH:12][C:11]=4[N:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>CO>[C:1]1([CH2:7][CH2:8][C:9]2[N:19]3[C:20]4[C:15]([CH:16]([OH:21])[CH2:17][CH2:18]3)=[CH:14][CH:13]=[CH:12][C:11]=4[N:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 158384624,5-dihydro-2-(2-phenylethyl)-6H-imidazo[4,5,1-ij]-quinolin-6-one

生成物 1

HCID 98604535,6-dihydro-2-(2-phenylethyl)-4H-imidazo[4,5,1-ij]quinolin-6-ol収率 94.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Fourteen grams of 4,5-dihydro-2-(2-phenylethyl)-6H-imidazo[4,5,1-ij]quinolin-6-one obtained in Example 1 was dissolved in dry methanol (140 mL); following the addition of sodium borohydride (0.76 g) under ice cooling and subsequent stirring at room temperature for 1 hr, the solvent was removed under reduced pressure and water was added to the residue, followed by extraction with dichloromethane. The organic layers were combined, washed with water and saturated brine successively, and dried over anhydrous sodium sulfate; thereafter, the solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography (eluting solution: hexane/ethyl acetate) to yield the titled compound as colorless crystals (13.3 g).

後処理

  1. customthe solvent was removed under reduced pressure and water
  2. additionwas added to the residue
  3. extractionfollowed by extraction with dichloromethane
  4. washwashed with water and saturated brine successively
  5. dry with materialdried over anhydrous sodium sulfate
  6. customthereafter, the solvent was removed under reduced pressure
  7. customthe residue was purified by silica gel column chromatography (eluting solution: hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-bbf2ba647b7b43ccb5f88d4e884f9a88
出典データセット
uspto-grants-1999_01
特許番号
US05856334

反応ノート

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