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Aziridine → 4-[3-(1-Aziridinyl)-2-hydroxypropoxy]-9-fluorenone

HRID 2164079
Notes
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Reaction equation

HRID 2164079 reaction equation
[O:1]1[CH2:19][CH:2]1[CH2:3][O:4][C:5]1[C:17]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10](=[O:18])[C:9]=2[CH:8]=[CH:7][CH:6]=1.[CH2:20]1[NH:22][CH2:21]1>>[N:22]1([CH2:19][CH:2]([OH:1])[CH2:3][O:4][C:5]2[C:17]3[C:16]4[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=4)[C:10](=[O:18])[C:9]=3[CH:8]=[CH:7][CH:6]=2)[CH2:20][CH2:21]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 9033AziridineHCID 18678486HCID 18678486, compound

Product 1

HCID 227502124-[3-(1-Aziridinyl)-2-hydroxypropoxy]-9-fluorenone

Procedure

4 g of 4-(2,3-epoxypropoxy)-9-fluorenone are allowed to stand at room temperature over night together with 15 cc of ethylene imine. The excess ethylene imine is removed by evaporation, the residue is taken up in ether and the solution is concentrated by evaporation until crystallization commences. The title compound has an M.P. of 113°-116°.

Workup

  1. customThe excess ethylene imine is removed by evaporation
  2. concentrationthe solution is concentrated by evaporation until crystallization commences

Sources & evidence

ORD record
ord-cf3d26869e524948b945c135cbe522b5
Source dataset
uspto-grants-1979_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04137331

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes