5-Morpholino-2-nitrobenzaldehyde → (5-Morpholin-4-YL-2-nitro-phenyl)-methanol

HRID 1487194노트

반응식

HRID 1487194 반응식
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:8]=[CH:9][C:10]([N+:15]([O-:17])=[O:16])=[C:11]([CH:14]=2)[CH:12]=[O:13])[CH2:3][CH2:2]1.[BH4-].[Na+]>O1CCCC1.C(O)C>[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:8]=[CH:9][C:10]([N+:15]([O-:17])=[O:16])=[C:11]([CH2:12][OH:13])[CH:14]=2)[CH2:3][CH2:2]1

참가 물질

5

반응물 2

HCID 37709635-Morpholino-2-nitrobenzaldehydeHCID 4311764Sodium borohydride

생성물 1

HCID 9878047(5-Morpholin-4-YL-2-nitro-phenyl)-methanol수율 62.3%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a suspension of the crude 5-morpholino-2-nitrobenzaldehyde in a mixture of tetrahydrofuran and ethanol (100 mL/100 mL) was slowly added sodium borohydride (4.0 g). The mixture was stirred at room temperature for 1 hour, and then was partitioned between ether and saturated ammonium chloride. The aqueous phase was extracted with ether, and the organic phases were combined, washed by brine, dried over anhydrous sodium sulfate, evaporated and purified by silica gel chromatography to afford the product (5-morpholino-2-nitrophenyl)methanol (8.5 g, yield 62.3%, two steps).

후처리

  1. customwas partitioned between ether and saturated ammonium chloride
  2. extractionThe aqueous phase was extracted with ether
  3. washwashed by brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customevaporated
  6. custompurified by silica gel chromatography

출처 및 근거

ORD 기록
ord-d360d0afff0a4b4eb45936de0ac05813
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09428508B2

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