Benzylamine → HCID 53954647, compound

HRID 223643Notes

Reaction equation

HRID 223643 reaction equation
[CH:1](=[N:8][CH:9]=[C:10]([CH2:13][CH3:14])[CH2:11][CH3:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[CH2:23](C(=CC)C=O)[CH3:24]>>[CH2:11]([C:10]1([CH2:23][CH3:24])[CH2:13][CH:14]=[CH:17][CH2:18][CH2:19][CH:20]=[CH:21][CH2:16][CH:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[N:8]=[CH:9]1)[CH3:12]

Participants

4

Reactant 3

HCID 7504BenzylamineHCID 297732-Ethyl-2-butenalHCID 599116HCID 599116, compound2×

Product 1

HCID 53954647HCID 53954647, compound

Procedure

The procedure described in Example 1(a) is repeated, except that 93.6 g (0.5 mol) of N-benzylidene-(2-ethyl-1-butenylamine) [1-phenyl-4,4-diethyl-2-aza-1,3-butadiene, prepared from benzylamine and 2-ethyl-butenal and by subsequent isomerisation of the reaction product in the presence of potassium tert.-butylate; boiling point 70° C./7 Pa; nD20 =1.5598; cf. J. Org. Chem., 43, No. 4, 782-84 (1978)] are used. Distillation yields 116 g (0.393 mol) of 3,3-diethyl-12-phenyl-1-aza-1,5,9-cyclododecatriene; boiling point 105° C./4 Pa; nD20 =1.5369.

Workup

  1. distillationDistillation

Sources & evidence

ORD record
ord-59ac09d1da65464dbae0fdd3310a90ec
Source dataset
uspto-grants-1982_10
Patent number
US04355177

Reaction notes

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