4-tert-Butylcyclohexanone → 1-[4-(Tert-butyl)-1-cyclohexen-1-YL]pyrrolidine

HRID 1504993Notes

Reaction equation

HRID 1504993 reaction equation
[C:1]([CH:5]1[CH2:10][CH2:9][C:8](=O)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[NH:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1>C1(C)C=CC=CC=1>[C:1]([CH:5]1[CH2:10][CH2:9][C:8]([N:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)=[CH:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 73924-tert-ButylcyclohexanoneHCID 31268Pyrrolidine

Product 1

HCID 1072321-[4-(Tert-butyl)-1-cyclohexen-1-YL]pyrrolidine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A 50 mL round-bottomed flask containing 4-tert-butylcyclohexanone (6.01 gm) in anhydrous toluene (20 mL) was fitted with a Dean-Stark trap containing 3A molecular sieves, reflux condenser and a heating mantle. Pyrrolidine (6.00 mL) was added, and the solution heated to reflux for 18 hr. The solvent was evaporated and the crude product was used directly for the next reaction.

Workup

  1. customwas fitted with a Dean-Stark trap
  2. temperaturereflux condenser
  3. temperaturethe solution heated
  4. temperatureto reflux for 18 hr
  5. customThe solvent was evaporated
  6. customthe crude product was used directly for the next reaction

Sources & evidence

ORD record
ord-bcf3b8f806d74b62bb2d057e7b5ce976
Source dataset
uspto-grants-2015_12
Patent number
US09216966B2

Reaction notes

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