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Sodium Hydroxide → HCID 332828、化合物

HRID 585551
ノート
印刷プレビュー

反応式

HRID 585551 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]3[CH:15]([C:16]([O:18]CC)=[O:17])C(O)(C)CC(=O)[CH:11]3[C:24]([O:26]CC)=[O:25])=[CH:9][C:4]=2[O:3][CH2:2]1.[OH-].[Na+]>C(O)C>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]([CH2:11][C:24]([OH:26])=[O:25])[CH2:15][C:16]([OH:18])=[O:17])=[CH:9][C:4]=2[O:3][CH2:2]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 223050Diethyl 2-(1,3-benzodioxol-5-yl)-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylate

生成物 1

HCID 332828HCID 332828、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Diethyl 2-(1,3-benzodioxol-5-yl)-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylate (19 g) was suspended in ethanol (140 ml) and an aqueous solution of NaOH (50%, 270 ml). The mixture was heated at reflux for one hour. After the mixture was cooled to room temperature, the ethanol was removed under reduced pressure. Then, concentrated HCl was added until pH 1 was achieved while maintaining the temperature below 50° C. The mixture was filtered. The solid was washed with ether. The two layers were separated. The aqueous layer was extracted with ether (3×). The ether layers were combined, dried, and concentrated to give product. 1H NMR (DMSO-d6) δ 12.06 (br s, 2H), 6.88-6.68 (m, 3H), 5.98 (s, 2H), 3.4-3.3 (m, 1H), 2.62-2.42 (m, 4H).

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux for one hour
  3. customthe ethanol was removed under reduced pressure
  4. additionThen, concentrated HCl was added until pH 1
  5. temperaturewhile maintaining the temperature below 50° C
  6. filtrationThe mixture was filtered
  7. washThe solid was washed with ether
  8. customThe two layers were separated
  9. extractionThe aqueous layer was extracted with ether (3×)
  10. customdried
  11. concentrationconcentrated
  12. customto give product

出典と根拠

ORDレコード
ord-30f32ee1b42a465fb7859fec82c33dcc
出典データセット
uspto-grants-2005_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06933304B2

反応ノート

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