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Acetic Anhydride → acetic acid 1-oxo-5-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-indan-2-yl ester

HRID 69501
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HRID 69501 반응식
[O:1]1[CH2:5][CH2:4][CH2:3][C@@H:2]1[CH2:6][O:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[C:13](=[O:17])[CH2:12][CH2:11]2.[C:18]([O:21]C(=O)C)(=[O:20])[CH3:19].C([O-])(=O)C.[Pb+2].C([O-])(=O)C.C(=O)([O-])[O-].[Na+].[Na+]>C(O)(=O)C>[O:17]=[C:13]1[C:14]2[C:10](=[CH:9][C:8]([O:7][CH2:6][C@H:2]3[CH2:3][CH2:4][CH2:5][O:1]3)=[CH:16][CH:15]=2)[CH2:11][CH:12]1[O:21][C:18](=[O:20])[CH3:19]
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참가 물질

6

반응물 4

HCID 7918Acetic AnhydrideHCID 9317Lead diacetateHCID 10340Sodium CarbonateHCID 689893065-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-indan-1-one

생성물 1

HCID 68991904acetic acid 1-oxo-5-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-indan-2-yl ester

시약·촉매·용매 1

HCID 176
Acetic Acid
용매

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온도
100 °C

실험 절차

A mixture of 5-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-indan-1-one (1.25 g), acetic anhydride (3 mL), lead acetate (3.58 g) and acetic acid (3 mL) was stirred for 48 h at 100° C. After adding sodium carbonate solution it was extracted with ether, dried over magnesium sulfate and concentrated. The residue was chromatographed on silica gel. In this way the product was obtained with molecular weight 290.32 (C16H18O5); MS (ESI): 291 (M+H+).

후처리

  1. extractionwas extracted with ether
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe residue was chromatographed on silica gel
  5. customIn this way the product was obtained with molecular weight 290.32 (C16H18O5)

출처 및 근거

ORD 기록
ord-c20828727c024484b3872a5e0f98f411
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08822495B2

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