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Sodium ethoxide → HCID 67177219, 화합물

HRID 2362220
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HRID 2362220 반응식
[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]
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참가 물질

4

반응물 2

HCID 2723922Sodium ethoxideHCID 67233299HCID 67233299, 화합물

생성물 1

HCID 67177219HCID 67177219, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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 (19C) (100 mg, 38%, light yellow oil).

후처리

  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)

출처 및 근거

ORD 기록
ord-ba3cc3b430d148f9a8671f18fbb0eb93
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08691816B2

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