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Pivalaldehyde → 3-(2,2-Dimethylpropylideneamino)-pyrrolidine

HRID 1312
Notes
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Reaction equation

HRID 1312 reaction equation
[CH:1](=O)[C:2]([CH3:5])([CH3:4])[CH3:3].[NH2:7][CH:8]1[CH2:12][CH2:11][NH:10][CH2:9]1>>[CH3:3][C:2]([CH3:5])([CH3:4])[CH:1]=[N:7][CH:8]1[CH2:12][CH2:11][NH:10][CH2:9]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 12417PivalaldehydeHCID 1644013-Aminopyrrolidine

Product 1

HCID 148366043-(2,2-Dimethylpropylideneamino)-pyrrolidine

Procedure

12.1 g (0.1 mol) of 71% strength pivalaldehyde, initially introduced into the reaction vessel and 8.6 g (0.1 mol) of 3-aminopyrrolidine are added dropwise at 20° C. to 30° C., while cooling in a water bath. The mixture is subsequently stirred at room temperature for 1 hour and is then distilled. Yield: 13.5 g (85% of theory), boiling point: 63° C.-65° C./10 to 12 mbar; content: 97%.

Workup

  1. additionare added dropwise at 20° C. to 30° C.
  2. temperaturewhile cooling in a water bath
  3. distillationis then distilled

Sources & evidence

ORD record
ord-8341607dd237492f8c1a68b89ed51a7c
Source dataset
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05723627

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes