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Gamma-Butyrolactone → HCID 178520699, compound

HRID 35971
Notes
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Reaction equation

HRID 35971 reaction equation
[O:1]([C@H:5]1[CH2:10][CH2:9][C@H:8]([NH2:11])[CH2:7][CH2:6]1)[N+:2]([O-:4])=[O:3].[C:12]1(=[O:17])[O:16][CH2:15][CH2:14][CH2:13]1>>[OH:17][CH2:12][CH2:13][CH2:14][C:15]([NH:11][C@H:8]1[CH2:7][CH2:6][C@H:5]([O:1][N+:2]([O-:4])=[O:3])[CH2:10][CH2:9]1)=[O:16]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 7302Gamma-ButyrolactoneHCID 178511725HCID 178511725, compound

Product 1

HCID 178520699HCID 178520699, compound

Procedure

4.8 g (0.03 mol) trans-4-nitroxycyclohexylamine are mixed with 5.7 ml 4-butyrolactone and stirred for 3 d at room temperature. For the removal of the excess lactone, it is filtered over a silicic gel acid with ethyl acetate. After collection of the pure fractions, it is distilled in a vacuum, triturated with ether and filtered off with suction. There remain 2.1 g of the title compound of the melting point 58°-60° C., i.e. 28% of theory.

Workup

  1. customFor the removal of the excess lactone, it
  2. filtrationis filtered over a silicic gel acid with ethyl acetate
  3. customAfter collection of the pure fractions, it
  4. distillationis distilled in a vacuum
  5. customtriturated with ether
On this pageParticipantsProcedureWorkupSources & evidenceReaction notes
  • filtrationfiltered off with suction
  • Sources & evidence

    ORD record
    ord-804ea5da64ca4972b7c3a4735b112a1e
    Source dataset
    uspto-grants-1995_05
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US05411989

    Reaction notes

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