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Sodium ethoxide → HCID 67177219、化合物

HRID 1851332
ノート
印刷プレビュー

反応式

HRID 1851332 の反応式
[S:1]1[C:5]2[CH:6]=[C:7]([C:10]([CH:12]3[C:21](=[O:22])[CH2:20][CH2:19][C:14]4([O:18][CH2:17][CH2:16][O:15]4)[CH2:13]3)=[O:11])[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[O-:23][CH2:24][CH3:25].[Na+]>C(O)C>[CH2:24]([O:23][C:21](=[O:22])[CH2:20][CH2:19][C:14]1([CH2:13][CH2:12][C:10]([C:7]2[CH:8]=[CH:9][C:4]3[N:3]=[CH:2][S:1][C:5]=3[CH:6]=2)=[O:11])[O:18][CH2:17][CH2:16][O:15]1)[CH3:25]
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 2723922Sodium ethoxideHCID 67233299HCID 67233299、化合物

生成物 1

HCID 67177219HCID 67177219、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Under a nitrogen atmosphere, 7-(Benzothiazole-6-carbonyl)-1,4-dioxa-spiro[4.5]decan-8-one (271 mg, 0.85 mmol) was dissolved in ethanol (1 mL). 2.43 M sodium ethoxide solution (0.01 mL, 0.03 mmol) was added. After 12 hrs, reaction was concentrated in vacuo. The residue was diluted with 10 mL EtOAc/5 mL 10% citric acid. The layers were separated. The aqueous layer was further extracted with EtOAc (3×3 mL). The combined organic layers were washed with water (5 mL) and brine (5 mL), dried over Na2SO4, filtered and concentrated in vacuo. The crude material was purified by silica gel column (40% EtOAc/hexanes) to yield 3-[2(3-Benzothiazol-6-yl-3-oxo-propyl)-[1,3]dioxolan-2-yl]-propionic acid ethyl ester (100 mg, 38%, light yellow oil).

後処理

  1. customreaction
  2. concentrationwas concentrated in vacuo
  3. additionThe residue was diluted with 10 mL EtOAc/5 mL 10% citric acid
  4. customThe layers were separated
  5. extractionThe aqueous layer was further extracted with EtOAc (3×3 mL)
  6. washThe combined organic layers were washed with water (5 mL) and brine (5 mL)
  7. dry with materialdried over Na2SO4
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo
  10. customThe crude material was purified by silica gel column (40% EtOAc/hexanes)

出典と根拠

ORDレコード
ord-f2fc829f9e104fc997f5ea119c55fbbc
出典データセット
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08957105B2

反応ノート

読み込み中…

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