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Acetic Anhydride → HCID 59792534、化合物

HRID 1645562
ノート
印刷プレビュー

反応式

HRID 1645562 の反応式
[CH2:1]1[C:4]2([O:9][CH2:8][CH:7]([CH2:10][O:11][C:12]3[C:17]([CH3:18])=[CH:16][N+:15]([O-])=[C:14]([CH3:20])[C:13]=3[CH3:21])[CH2:6][O:5]2)[CH2:3][CH2:2]1.C(OC(=O)C)(=[O:24])C.[OH-].[Na+]>CO>[CH2:1]1[C:4]2([O:9][CH2:8][CH:7]([CH2:10][O:11][C:12]3[C:17]([CH3:18])=[CH:16][N:15]=[C:14]([CH2:20][OH:24])[C:13]=3[CH3:21])[CH2:6][O:5]2)[CH2:3][CH2:2]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 59792344Pyridine, 4-(5,9-dioxaspiro[3.5]non-7-ylmethoxy)-2,3,5-trimethyl-, 1-oxide

生成物 1

HCID 59792534HCID 59792534、化合物収率 85.7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
85 °C

実験手順

The 4-(5,9-dioxaspiro[3.5]non-7-ylmethoxy)-2,3,5-trimethylpyridine 1-oxide (1.97 g, 6.72 mmol) obtained in the step (13b) was mixed with acetic anhydride (20 ml, 212 mmol). The mixture was stirred at 85° C. for 1.5 hours. After cooled to room temperature, the reaction mixture was concentrated. To the residue, methanol (20 ml) and a 5N aqueous sodium hydroxide solution (20 ml, 100 mmol) were added and the mixture was stirred at room temperature for 45 minutes. The reaction mixture was concentrated and the residue was partitioned between water and ethyl acetate. The organic layer was washed with a 2N aqueous sodium hydroxide solution, dried over anhydrous magnesium sulfate, filtered and concentrated to obtain the title compound (1.69 g, yield: 85.7%) as a brown oil.

後処理

  1. temperatureAfter cooled to room temperature
  2. concentrationthe reaction mixture was concentrated
  3. stirringthe mixture was stirred at room temperature for 45 minutes
  4. concentrationThe reaction mixture was concentrated
  5. customthe residue was partitioned between water and ethyl acetate
  6. washThe organic layer was washed with a 2N aqueous sodium hydroxide solution
  7. dry with materialdried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-28363176e5e14583858fde116548cad3
出典データセット
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08124780B2

反応ノート

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