Benzylamine → HCID 178420343, compound

HRID 870393Notes

Reaction equation

HRID 870393 reaction equation
[CH:1](=[N:8]/[CH2:9][CH:10]1[CH2:15][CH2:14][CH:13]=[CH:12][CH2:11]1)\[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(C=O)CCC=CC1.C(N)C1C=CC=CC=1>>[CH:10]1(/[CH:9]=[N:8]/[CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:15][CH2:14][CH:13]=[CH:12][CH2:11]1

Participants

4

Reactant 3

HCID 7504BenzylamineHCID 75083-Cyclohexene-1-carboxaldehydeHCID 178420344HCID 178420344, compound

Product 1

HCID 178420343HCID 178420343, compound

Procedure

Kimpe et al., Tetrahedron, Vol. 53, No. 31, pg. 10803-10816 (1997) shows synthesis of (E)-N-benzylidene-1-(cyclohex-3-en-1-yl)methanamine by condensing cyclohex-3-enecarbaldehyde with benzylamine to give (E)-N-(cyclohex-3-en-1-ylmethylene)-1-phenylmethanamine, followed by an isomerization reaction using potassium tert-butoxide in THF. Resulting isomerized imine is useful as an intermediate for synthesis of agriculture compounds.

Sources & evidence

ORD record
ord-c5832404f37344cdba1ea28115df4334
Source dataset
uspto-grants-2015_03
Patent number
US08969562B2

Reaction notes

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