Methanol → HCID 58227586、化合物

HRID 1161214ノート

反応式

HRID 1161214 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].Cl.[NH2:16][CH2:17][CH:18]1[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]1.CO>>[C:27]([O:26][C:24]([N:21]1[CH2:22][CH2:23][CH:18]([CH2:17][N:16]2[CH:7]=[CH:6][C:5]3[C:10](=[CH:11][CH:12]=[CH:13][C:4]=3[N+:1]([O-:3])=[O:2])[C:9]2=[O:14])[CH2:19][CH2:20]1)=[O:25])([CH3:30])([CH3:29])[CH3:28]

参加物

4

反応物 3

HCID 887MethanolHCID 2756034tert-Butyl 4-(aminomethyl)piperidine-1-carboxylate--hydrogen chloride (1/1)HCID 100127605-nitro-1H-isochromen-1-one

生成物 1

HCID 58227586HCID 58227586、化合物収率 88.4%

実験手順

Into a round bottom flask was combined 5-nitro-isochromen-1-one (2.0 g, 0.0094 mol), tert-butyl 4-(aminomethyl)piperidine-1-carboxylate hydrochloride (4.7 g, 0.019 mol) and methanol (80 mL, 2 mol). The mixture was heated at reflux for 1.5 hours. The mixture was cooled to room temperature and was stirred overnight. LC-MS showed the starting material was completely consumed. Volatiles were removed and the resulting oil was purified by silical gel in a methanol:methylene chloride (0-10%) gradient. Fractions containing the desired product, as determined by TLC and LC-MS, were combined and concentrated to yield a yellow solid (3.22 g). MS m/z=388.1 (M+1).

後処理

  1. customInto a round bottom flask was combined
  2. temperatureThe mixture was heated
  3. temperatureat reflux for 1.5 hours
  4. customwas completely consumed
  5. customVolatiles were removed
  6. customthe resulting oil was purified by silical gel in a methanol
  7. additionFractions containing the desired product
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-d4aa895199804b68888d6b61fb114d5b
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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