Pyrrolidine → HCID 21427792, compound

HRID 437271Notes

Reaction equation

HRID 437271 reaction equation
[CH3:1][C:2]1[CH2:7][CH2:6][CH:5]([CH:8]([CH3:12])[CH2:9][CH:10]=O)[CH2:4][CH:3]=1.[NH:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1>>[CH3:1][C:2]1[CH2:7][CH2:6][CH:5]([CH:8]([CH3:12])[CH2:9][CH2:10][N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)[CH2:4][CH:3]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 1109233-Cyclohexene-1-propanal, beta,4-dimethyl-

Product 1

HCID 21427792HCID 21427792, compound

Procedure

The procedure of Example 1 was followed using 50g (0.3 mole) of 3-(4-methyl-3-cyclohexenyl)butyraldehyde and 24g (0.33 mole) of pyrrolidine. Obtained following distillation was 48.5g of pure N-[3 . . . butyl]pyrrolidine as a clear, colorless liquid: bp 106°-108° (0.2mm) ir (τ max. film 3.5 (s), 6.9 (s), 7.3 (s), 8.7 (s), 12.5 (m) microns; nmr (δ, CDCl3) 5.36 (m, 1H), 2.45 (m, 6H), 2.1 to 0.8 (m, 20H) ppm; ms (molecular ion) 221.

Workup

  1. customObtained
  2. distillationdistillation

Sources & evidence

ORD record
ord-54346f27d05b47c8a201e8486ce3a959
Source dataset
uspto-grants-1977_06
Patent number
US04030908

Reaction notes

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