5-(4-Bromobenzyl)-3-isobutoxycyclopent-2-enone → HCID 178516561, compound

HRID 41136Notes

Reaction equation

HRID 41136 reaction equation
[Br:1][C:2]1[CH:19]=[CH:18][C:5]([CH2:6][CH:7]2[C:11](=[O:12])[CH:10]=[C:9]([O:13]CC(C)C)[CH2:8]2)=[CH:4][CH:3]=1>CC(C)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH:7]2[C:11](=[O:12])[CH:10]=[C:9]([OH:13])[CH2:8]2)=[CH:18][CH:19]=1

Participants

3

Reactant 1

HCID 547575495-(4-Bromobenzyl)-3-isobutoxycyclopent-2-enone

Product 1

HCID 178516561HCID 178516561, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a mixture of 5 (0.110 g, 0.34 mmol) in acetone (4.2 mL) 2 N hydrochloric acid (1.7 mL) was added at rt and the mixture was stirred for 16 h. The reaction mixture was then concentrated under reduced pressure and the residue is purified by preparative reverse phase HPLC providing 7 as a white solid (46% yield).

Workup

  1. additionwas added at rt
  2. concentrationThe reaction mixture was then concentrated under reduced pressure
  3. customthe residue is purified by preparative reverse phase

Sources & evidence

ORD record
ord-ec39ca8f82984425897ee74b7a39394b
Source dataset
uspto-grants-2013_09
Patent number
US08530520B2

Reaction notes

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