Toluene → HCID 12290234, compound

HRID 500092Notes

Reaction equation

HRID 500092 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[C:6]1([CH3:12])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>>[C:6]1(=[CH:12][N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1

Participants

3

Reactant 2

HCID 1140TolueneHCID 31268Pyrrolidine

Product 1

HCID 12290234HCID 12290234, compound

Procedure

Cyclohexanecarboxyaldehyde (23.2 g) and pyrrolidine (14.5 g) were dissolved in toluene (200 ml), and the mixture was heated under reflux using a Dean-Stark distillation apparatus. After 12 hours, the solvent was removed. The residue was distilled under reduced pressure (60° C., 1 mmHg) to give 22.6 g of 1-(cyclohexylidene-methyl)pyrrolidine.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux
  3. distillationa Dean-Stark distillation apparatus
  4. customthe solvent was removed
  5. distillationThe residue was distilled under reduced pressure (60° C., 1 mmHg)

Sources & evidence

ORD record
ord-4b808a7fd5284dfc86fd9c61b3e10b71
Source dataset
uspto-grants-2010_08
Patent number
US07767854B2

Reaction notes

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