Piperidine → 1-[3-(4-Methylcyclohex-3-en-1-yl)butyl]piperidine

HRID 437273Notes

Reaction equation

HRID 437273 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[CH2:18][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[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)[CH2:4][CH:3]=1

Participants

3

Reactant 2

HCID 8082PiperidineHCID 1109233-Cyclohexene-1-propanal, beta,4-dimethyl-

Product 1

HCID 681268541-[3-(4-Methylcyclohex-3-en-1-yl)butyl]piperidine

Procedure

The procedure of Example 1 was followed using 50g (0.3 mole) of 3-(4-methyl-3-cyclohexenyl)butyraldehyde and 28g (0.33 mole) of piperdine. Obtained following distillation was 31g of a mixture of N-[3 . . . butyl] piperdine and N-[3-(4-methylcyclohexyl)butyl]piperdine; bp 89- 91° (0.1mm); ir (τ max. film) 3.5 (s), 3.7 (s), 6.9 (s), 7.3 (s), 8.7 (s), 9.0 (s), 9.7 (s), 11.6 (m), 12.6 (w) microns; nmr (δ, CDCl3) 5.37 (m, 1H), 2.95 to 2.55 (m, 6H), 2.0 to 0.8 (m, 22H) ppm; ms (molecular ion) 236 and 238. ##STR2##

Workup

  1. customObtained
  2. distillationdistillation
  3. addition31g of a mixture of N-[3

Sources & evidence

ORD record
ord-a61b4feac6f3483582730e02e10822e2
Source dataset
uspto-grants-1977_06
Patent number
US04030908

Reaction notes

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