6,7,8,9,10,11-Hexahydro-3-Methoxy-5-Methyl-5,10-Methano-5H-Benzocyclononen-12-Amine → 5-Ethyl-6,7,8,9,10,11-Hexahydro-3-Methoxy-5,10-Methano-5H-Benzocyclononen-12-Imine

HRID 1283927Notes

Reaction equation

HRID 1283927 reaction equation
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]2[CH2:7][CH:8]3[CH:14]([NH2:15])[C:13]([CH3:16])([C:5]=2[CH:4]=1)[CH2:12][CH2:11][CH2:10][CH2:9]3.[CH2:19](C12C(=O)C(CC3C=CC(OC)=CC=31)CCCC2)C>>[CH2:16]([C:13]12[C:14](=[NH:15])[CH:8]([CH2:7][C:6]3[CH:17]=[CH:18][C:3]([O:2][CH3:1])=[CH:4][C:5]=31)[CH2:9][CH2:10][CH2:11][CH2:12]2)[CH3:19]

Participants

3

Reactant 2

HCID 214100706,7,8,9,10,11-Hexahydro-3-Methoxy-5-Methyl-5,10-Methano-5H-Benzocyclononen-12-AmineHCID 214100725-Ethyl-6,7,8,9,10,11-Hexahydro-3-Methoxy-5,10-Methano-5H-Benzocyclononen-12-One

Product 1

HCID 214101365-Ethyl-6,7,8,9,10,11-Hexahydro-3-Methoxy-5,10-Methano-5H-Benzocyclononen-12-Imine

Procedure

Using a procedure analogous to that described in Example XXVIIA for the preparation of 6,7,8,9,10,11-hexahydro-3-methoxy-5-methyl-5,10-methano-5H-benzocyclononen-12-amine there is obtained from 3.5 g. of 5-ethyl-6,7,8,9,10,11-hexahydro-3-methoxy-5,10-methano-5H-benzocyclononen-12-one, oxime 1.6 g. of the title product, b.p. 150°-160° C. (0.5 mm.).

Workup

  1. customthere is obtained from 3.5 g

Sources & evidence

ORD record
ord-96631d6bb847412ab6881483fdfd0ada
Source dataset
uspto-grants-1976_08
Patent number
US03976696

Reaction notes

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