Acetic Anhydride → HCID 68991904, compound

HRID 69501

Reaction equation

[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]

Participants

Conditions

Temperature: 100 °C

Procedure

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+).

Workup

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

Sources & evidence

ORD record: ord-c20828727c024484b3872a5e0f98f411
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08822495B2

Linked notes

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