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Hydrochloric Acid → HCID 18705833, compound

HRID 2287859
Notes
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Reaction equation

HRID 2287859 reaction equation
[CH2:1]([N:4]([CH2:20][CH2:21][CH3:22])[CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][C:9]([C:17]([O-:19])=O)=[C:10]([C:14]([O-:16])=O)[CH:11]=2)[CH2:6]1)[CH2:2][CH3:3].[CH2:23]([NH2:34])[C:24]1[CH:33]=[CH:32][C:29]([O:30][CH3:31])=[C:26]([O:27][CH3:28])[CH:25]=1.Cl>>[CH3:28][O:27][C:26]1[CH:25]=[C:24]([CH2:23][N:34]2[C:17](=[O:19])[C:9]3[CH:8]=[C:7]4[CH2:6][CH:5]([N:4]([CH2:20][CH2:21][CH3:22])[CH2:1][CH2:2][CH3:3])[CH2:13][C:12]4=[CH:11][C:10]=3[C:14]2=[O:16])[CH:33]=[CH:32][C:29]=1[O:30][CH3:31]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 79832VeratrylamineHCID 18705881HCID 18705881, compound

Product 1

HCID 18705833HCID 18705833, compound

Procedure

Using procedure 49, 2-(dipropylamino)-2,3-dihydro-1H-indene-5,6-dicarboxylate (92, 0.35 g, 1.0 mmol) was treated with veratrylamine (0.20 mL, 1.3 mmol). Purification using silica gel, eluting with 3:1 hexane/acetone, afforded an oil that was converted to an HCl salt and recrystallized from hot MeOH/EtOAc to give 106 as a white solid (m.p. 233-235° C.).

Workup

  1. customPurification
  2. washeluting with 3:1 hexane/acetone
  • customafforded an oil that
  • customrecrystallized from hot MeOH/EtOAc
  • Sources & evidence

    ORD record
    ord-d4b1515b3cc84f1e96870d295426c580
    Source dataset
    uspto-grants-2000_07
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US06084130

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes