Methanol → 2-(1,3-Dihydroxypropan-2-yl)-5-nitroisoquinolin-1(2H)-one

HRID 1161190노트

반응식

HRID 1161190 반응식
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7]O[C:9]2=[O:14])([O-:3])=[O:2].[NH2:15][CH:16]([CH2:19][OH:20])[CH2:17][OH:18].CO.C(N(CC)CC)C>>[OH:18][CH2:17][CH:16]([N:15]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])[C:9]1=[O:14])[CH2:19][OH:20]

참가 물질

5

반응물 4

HCID 887MethanolHCID 8471TriethylamineHCID 68294SerinolHCID 100127605-nitro-1H-isochromen-1-one

생성물 1

HCID 595157632-(1,3-Dihydroxypropan-2-yl)-5-nitroisoquinolin-1(2H)-one

실험 절차

5-nitro-isochromen-1-one (4.2 g, 0.022 mol) and Serinol (2.0 g, 0.022 mol) were refluxed in methanol (40 mL, 1 mol) for 1 hour. TLC showed that all of the starting material was consumed. Triethylamine (5 mL, 0.04 mol) was added to the mixture and the reaction mixture was refluxed overnight. The volatiles were removed via rotovapor, and the residue was purified by flash column chromatography (40 g of silica gel, 0-50% EtOAc/Hexane), and gave a green yellow solid. MS m/z=264.7 (M+1).

후처리

  1. customwas consumed
  2. temperaturethe reaction mixture was refluxed overnight
  3. customThe volatiles were removed via rotovapor
  4. customthe residue was purified by flash column chromatography (40 g of silica gel, 0-50% EtOAc/Hexane)
  5. customgave a green yellow solid

출처 및 근거

ORD 기록
ord-8fce3679bd0f48d0b0e6fbad1ebd2f0e
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07816371B2

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