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HCID 56926299, compound → Tetrahydro-M-Xylylene Dicarbamate

HRID 1774253
Notes
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Reaction equation

HRID 1774253 reaction equation
C(=O)(OCC(F)(F)C(F)(F)F)OCC(F)(F)C(F)(F)F.FC(F)(C(F)(F)F)C[NH:24][C:25](=[O:47])[O:26][CH2:27][CH:28]1[CH:33]=[CH:32][CH2:31][CH:30]([CH2:34][O:35][C:36](=[O:46])[NH:37]CC(F)(F)C(F)(F)F)[CH2:29]1>>[C:36](=[O:46])([O:35][CH2:34][CH:30]1[CH:31]=[CH:32][CH2:33][CH:28]([CH2:27][O:26][C:25](=[O:47])[NH2:24])[CH2:29]1)[NH2:37]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 56926299HCID 56926299, compoundHCID 86676007HCID 86676007, compound

Product 1

HCID 86676005Tetrahydro-M-Xylylene DicarbamateYield 95.5%

Procedure

The reaction was carried out in the same manner as Example 7 except for using 53.5 g (0.1642 mol) of bis(2,2,3,3,3-pentafluoropropyl) carbonate (to be referred to as “BPFC” hereinafter) synthesized in the above Synthesis Example 3 in place of BTFC, and it was confirmed that tetrahydro-m-xylylene bis(2,2,3,3,3-pentafluoropropyl carbamate) (to be referred to as H-XDC-3 hereinafter) was generated as the main product (H-XDA base yield 95.5%). Structural assignment of the product H-XDC-3 was carried out by 19F-NMR and GC-Mass analyses as well as 1H-NMR. Analytical Results of mass fragments of H-XDC-3, 1H-NMR and 19F-NMR were shown in the following.

Workup

custom
synthesized in the above Synthesis Example 3 in place of BTFC, and it
  • customAnalytical Results of mass fragments of H-XDC-3, 1H-NMR and 19F-NMR
  • Sources & evidence

    ORD record
    ord-5ff1cd79849c4c0281647f2fef7cce53
    Source dataset
    uspto-grants-2016_02
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US09260383B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes