Benzylamine → HCID 178420343, compound

HRID 870395Notes

Reaction equation

[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:9]1([CH:15]=O)[CH2:14][CH2:13][CH:12]=[CH:11][CH2:10]1>>[CH:2]1(/[CH:1]=[N:8]/[CH2:15][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:7][CH2:6][CH:5]=[CH:4][CH2:3]1

Participants

Reactant 2

HCID 7504Benzylamine

HCID 75083-Cyclohexene-1-carboxaldehyde

Product 1

HCID 178420343HCID 178420343, compound

Procedure

In another aspect, a process for preparing a compound of Formula (II) is described, comprising: (a) condensing benzylamine with cyclohex-3-enecarbaldehyde to form (E)-N-(cyclohex-3-en-1-ylmethylene)-1-phenylmethanamine; (b) contacting (E)-N-(cyclohex-3-en-1-ylmethylene)-1-phenylmethanamine with an isomerizing agent to form (E)-N-benzylidene-1-(cyclohex-3-en-1-yl)methanamine; (c) contacting (E)-N-benzylidene-1-(cyclohex-3-en-1-yl)methanamine with an aldehyde, or with an acetal, or with a hemiacetal, in presence of formic acid and a reaction medium to form a compound of Formula (I); and (d) contacting a compound of Formula (I) with a hydrolyzing agent.

Sources & evidence

ORD record: ord-68e715c1fabc45cba5f5cc8457978f25
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08969562B2

Reaction notes

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