Piperidine → HCID 12810583, compound

HRID 435472Notes

Reaction equation

HRID 435472 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH2:12][CH2:11][C:10](=[O:13])[CH:9]=1.N1CCCCC1.[CH2:20]([CH:22]1[O:24][CH2:23]1)Br>>[O:24]1[CH2:23][CH:22]1[CH2:20][O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH2:12][CH2:11][C:10](=[O:13])[CH:9]=1

Participants

4

Reactant 3

HCID 8082PiperidineHCID 18430EpibromohydrinHCID 12810582HCID 12810582, compound

Product 1

HCID 12810583HCID 12810583, compound

Procedure

2.0 g 3-(2-hydroxyphenyl)-2-cyclopenten-1-one are stirred with 30 ml epibromohydrin and catalytic amounts of piperidine for 1 hour at 100° C. After concentration, the mixture of epoxy- and bromohydrin is separated by high-pressure liquid chromatography. In this manner, 2 g 3-[2-(2,3-epoxypropoxy)phenyl]-2-cyclopenten-1-one are obtained as an oil which is then dissolved in 20 ml t-butanol. 2 ml of t-butylamine were added and the mixture is stirred at room temperature for 48 hours.

Workup

  1. concentrationAfter concentration
  2. additionthe mixture of epoxy- and bromohydrin
  3. customis separated by high-pressure liquid chromatography

Sources & evidence

ORD record
ord-858a3dfa3a5c4838bd7d53dcd3184e59
Source dataset
uspto-grants-1983_08
Patent number
US04401831

Reaction notes

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