2-Azaspiro[5.5]undec-1-ene → 3,3-diethyl-3,4,5,6-tetrahydropyridine

HRID 1995638Notes

Reaction equation

HRID 1995638 reaction equation
[CH:1]1[C:6]2([CH2:11][CH2:10]C[CH2:8][CH2:7]2)[CH2:5][CH2:4][CH2:3][N:2]=1.[CH:12]1[C:19]2([CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][N:13]=1>>[CH2:7]([C:6]1([CH2:11][CH3:10])[CH2:5][CH2:4][CH2:3][N:2]=[CH:1]1)[CH3:8].[CH:12]1[C:19]2([CH2:24][CH2:23][CH2:22][CH:21]=[CH:20]2)[CH2:18][CH2:17][CH2:16][N:13]=1.[CH2:12]1[C:19]2([CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][NH:13]1

Participants

5

Reactant 2

HCID 18835922-Azaspiro[5.5]undec-1-eneHCID 20403135HCID 20403135, compound

Product 3

HCID 105109323,3-diethyl-3,4,5,6-tetrahydropyridineHCID 20403145HCID 20403145, compoundHCID 204031648-Azaspiro[5.7]tridecane

Procedure

By following substantially the procedure of Example 20 and by substituting for the 2-azaspiro-[5.5]-undec-1-ene recited therein 2-azaspiro[7.5]tridec-1-ene; 3,3-diethyl-3,4,5,6-tetrahydropyridine and 2-azaspiro[5.5]undeca-1,7-diene there is obtained (Example 20A) 2-azaspiro-(7.5]tridecane, b.p. 85°-87° C./0.1 mm., (Example 20B) 3,3-diethylpiperidine, b.p. 39°-40° C./0.35 mm and (Example 20C) 2-azaspiro[5.5]undec-7-ene, b.p. 74°-75° C./0.8 mm, respectively.

Sources & evidence

ORD record
ord-eb4bc1b8de184c079c9ac3141f7a77ce
Source dataset
uspto-grants-1983_09
Patent number
US04405630

Reaction notes

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