Potassium Carbonate → 4-(5-Bromopyridin-2-yl)cyclohexanone

HRID 1748516Notes

Reaction equation

HRID 1748516 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2(C#N)[CH2:17][CH2:16][C:11]3(OCC[O:12]3)[CH2:10][CH2:9]2)=[N:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+]>Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH2:9][CH2:10][C:11](=[O:12])[CH2:16][CH2:17]2)=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 86692457HCID 86692457, compound

Product 1

HCID 866924654-(5-Bromopyridin-2-yl)cyclohexanoneYield 10.8%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

8-(5-Bromopyridin-2-yl)-1,4-dioxaspiro[4,5]decane-8-carbonitrile (1 g) described in Reference Example 82 was stirred in concentrated hydrochloric acid (5 ml) at 100° C. for eight hours. After completion of the reaction, the reaction solution was made alkaline by the addition of a saturated aqueous solution of potassium carbonate and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuo to give the titled compound (85 mg) as a white solid.

Workup

  1. customAfter completion of the reaction
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c535bc3c2c004ef993333676a74f0b56
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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