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

HRID 2054977노트

반응식

HRID 2054977 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e9d48223b7994188a205152e6792673d
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07329753B2

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