Zytron → HCID 86624412, compound

HRID 910761Notes

Reaction equation

HRID 910761 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@@H:9]([NH2:11])[CH3:10])=[CH:5][CH:4]=1.CC(NP(OC1C=CC(Cl)=CC=1Cl)(OC)=S)C.[CH2:29]=[C:30]1[O:33][C:32](=[O:34])[CH2:31]1>ClCCl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@@H:9]([NH:11][C:32](=[O:34])[CH2:31][C:30](=[O:33])[CH3:29])[CH3:10])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 9299ZytronHCID 12661DiketeneHCID 793467(S)-1-(4-Methoxyphenyl)ethylamine

Product 1

HCID 86624412HCID 86624412, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
20 °C

Procedure

To a solution of (S)-1-(4-methoxy-phenyl)-ethylamine (25 g) in dichloromethane (60 mL) was added TEA (20 g) and DMPA (200 mg). Then a solution of 4-methylene-oxetan-2-one (16.7 g) in dichloromethane (60 ml) was added over a period of 30 minutes and then stirred at 20° C. for 18 h. The mixture was washed with 1M HCl, aq. NaHCO3 and aq. NaCl. The organic layer was dried (MgSO4), filtered and concentrated in vacuo.

Workup

  1. washThe mixture was washed with 1M HCl, aq. NaHCO3 and aq. NaCl
  2. dry with materialThe organic layer was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-fdd2daeea4e04186afc19c09f929978c
Source dataset
uspto-grants-2011_09
Patent number
US08022218B2

Reaction notes

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