Potassium Carbonate → HCID 69320441、化合物

HRID 2410364ノート

反応式

HRID 2410364 の反応式
[OH:1][C:2]1[C:7]2[C:8]([O:11][CH2:12][CH:13]3[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]3)=[N:9][O:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.[O:26]1[C:28]2([CH2:32][CH2:31][CH2:30][CH2:29]2)[CH2:27]1.C(=O)([O-])[O-].[K+].[K+]>C(O)C.C(OCC)(=O)C.[Cl-].[Na+]>[OH:26][C:28]1([CH2:27][O:1][C:2]2[C:7]3[C:8]([O:11][CH2:12][CH:13]4[CH2:14][CH2:15][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:17][CH2:18]4)=[N:9][O:10][C:6]=3[CH:5]=[CH:4][CH:3]=2)[CH2:32][CH2:31][CH2:30][CH2:29]1

参加物

7

反応物 3

HCID 11430Potassium CarbonateHCID 6379911-Oxaspiro(2.4)heptaneHCID 136263840HCID 136263840、化合物

生成物 1

HCID 69320441HCID 69320441、化合物収率 74.1%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 5234Sodium Chloride溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

A mixture of tert-butyl 4-{[(4-hydroxy-1,2-benzisoxazol-3-yl)oxy]methyl}piperidine-1-carboxylate (100 mg, 0.287 mmol, EXAMPLE 17, step 2), 1-oxaspiro[2.4]heptane (59.7 mg, 0.609 mmol), and potassium carbonate (156 mg, 1.13 mmol) in ethanol (2 mL) was heated at 80° C. for 5 h. After cooling to room temperature, the mixture was diluted with ethyl acetate (3 mL) and 5% aq. sodium chloride was added to the mixture. Organic layer was separated, washed with brine, dried over magnesium sulfate and concentrated in vacuo to give a solid. The residual solid was purified by NH gel column chromatography (ethyl acetate/hexane 1:2) to give 95 mg (74%) of the title compound as a white solid.

後処理

  1. temperatureAfter cooling to room temperature
  2. additionwas added to the mixture
  3. customOrganic layer was separated
  4. washwashed with brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated in vacuo
  7. customto give a solid
  8. customThe residual solid was purified by NH gel column chromatography (ethyl acetate/hexane 1:2)

出典と根拠

ORDレコード
ord-286b62f8dac24fe995c1f67a89ab3a50
出典データセット
uspto-grants-2014_08
特許番号
US08816090B2

反応ノート

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