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

HRID 1161190ノート

反応式

HRID 1161190 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]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]

参加物

5

反応物 4

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

生成物 1

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

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-8fce3679bd0f48d0b0e6fbad1ebd2f0e
出典データセット
uspto-grants-2010_10
特許番号
US07816371B2

反応ノート

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