Hydrochloric Acid → HCID 71566787, compound

HRID 514199Notes

Reaction equation

HRID 514199 reaction equation
Cl.[Cl:2][C:3]#[C:4][C:5]1[CH:10]=[C:9]([CH3:11])[C:8]([C:12]2[C:13](=[O:26])[CH:14]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=3)[CH2:15][C:16]=2[O:17]C)=[C:7]([CH3:27])[CH:6]=1>CC(C)=O>[Cl:2][C:3]#[C:4][C:5]1[CH:10]=[C:9]([CH3:11])[C:8]([CH:12]2[C:13](=[O:26])[CH:14]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=3)[CH2:15][C:16]2=[O:17])=[C:7]([CH3:27])[CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 89600921HCID 89600921, compound

Product 1

HCID 71566787HCID 71566787, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
60 °C

Procedure

Aqueous 2M hydrochloric acid (1.20 ml) is added to a solution of rac-2-(4-chloroethynyl-2,6-dimethylphenyl)-3-methoxy-5-pyridin-2-ylmethylcyclopent-2-enone (0.120 g, 0.33 mmol) in acetone (1.20 ml), and the reaction mixture is heated at 60°C. for 2 hours. The solution is then concentrated in vacuo, and the crude product is purified by preparative reverse phase HPLC to afford rac-2-(4-chloroethynyl-2,6-dimethylphenyl)-4-pyridin-2-ylmethylcyclopentane-1,3-dione.

Workup

  1. concentrationThe solution is then concentrated in vacuo
  2. customthe crude product is purified by preparative reverse phase HPLC

Sources & evidence

ORD record
ord-eabb4dc9f4324d3cb22a44c9849dd39a
Source dataset
uspto-grants-2015_08
Patent number
US09107415B2

Reaction notes

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