Water → (5-Nitroquinolin-2-yl)methanol

HRID 2182697ノート

反応式

HRID 2182697 の反応式
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][C:8]([CH:14]=[O:15])=[N:9]2)([O-:3])=[O:2].O1CCCC1.[BH4-].[Na+].O>CO>[OH:15][CH2:14][C:8]1[CH:7]=[CH:6][C:5]2[C:10](=[CH:11][CH:12]=[CH:13][C:4]=2[N+:1]([O-:3])=[O:2])[N:9]=1

参加物

6

反応物 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 47370745-Nitroquinoline-2-carbaldehyde

生成物 1

HCID 4913360(5-Nitroquinolin-2-yl)methanol

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

700 mg (3.46 mmol) of 5-nitroquinoline-2-carbaldehyde are dissolved in 13 ml of methanol and 7.0 ml of tetrahydrofuran and mixed at 0° C. with 523 mg (13.9 mmol) of sodium borohydride. After 5 hours, the reaction is brought to a halt by adding water. The solvent is removed in a vacuum, the residue is taken up in dichloromethane and water, the aqueous phase is extracted with dichloromethane, and the combined organic phases are dried on sodium sulfate. After the solvent is removed, and after purification on silica gel with hexane-ethyl acetate (0-100%), 390 mg (55% of theory) of the product is obtained.

後処理

  1. customThe solvent is removed in a vacuum
  2. extractionwater, the aqueous phase is extracted with dichloromethane
  3. customthe combined organic phases are dried on sodium sulfate
  4. customAfter the solvent is removed
  5. customafter purification on silica gel with hexane-ethyl acetate (0-100%), 390 mg (55% of theory) of the product
  6. customis obtained

出典と根拠

ORDレコード
ord-9c7eca9df1444ec5815c86defd53b8e0
出典データセット
uspto-grants-2005_05
特許番号
US06897224B2

反応ノート

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