Acetic Acid → HCID 68537286, compound

HRID 1888886Notes

Reaction equation

HRID 1888886 reaction equation
[C:1]12([CH:9]3[CH2:10][CH2:11][CH:6]1[C:7](=[O:12])[CH2:8]3)[CH2:5][CH2:4][CH2:3][CH2:2]2.C(O)(=[O:15])C>>[C:1]12([CH:6]3[CH2:11][CH2:10][CH:9]1[C:8](=[O:15])[C:7]3=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5]2

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 68541021HCID 68541021, compound

Product 1

HCID 68537286HCID 68537286, compound

Conditions

Temperature
120 °C

Procedure

As described in Example 1 Step B]: from spiro[bicyclo[2.2.1]heptane-7,1′-cyclopentan]-2-one, 1.05 g, SeO2 (1.56 g) in acetic acid (5 ml) on heating at 120° C. for 12 h, purification crude product by flash chromatography (heptane/AcOEt 100-90%, there was obtained spiro[bicyclo[2.2.1]heptane-7,1′-cyclopentane]-2,3-dione (0.88 g) as yellow solid. MS (ESI): 196.2 (M+NH4)+.

Workup

  1. custompurification crude product by flash chromatography (heptane/AcOEt 100-90%

Sources & evidence

ORD record
ord-b3ef75cb2dcf400fb3b4220e5fc54061
Source dataset
uspto-grants-2013_08
Patent number
US08501940B2

Reaction notes

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