N-Methylallylamine → HCID 18434287, compound

HRID 1636741Notes

Reaction equation

BrC1C=CC(C2(C3C=CC(O)=CC=3)CC2)=CC=1.BrC/C=C/CBr.Br[CH2:25]/[CH:26]=[CH:27]/[CH2:28][O:29][C:30]1[CH:35]=[CH:34][C:33]([C:36]2([C:39]3[CH:44]=[CH:43][C:42]([Br:45])=[CH:41][CH:40]=3)[CH2:38][CH2:37]2)=[CH:32][CH:31]=1.[CH2:46]([NH:49][CH3:50])[CH:47]=[CH2:48]>>[CH2:46]([N:49]([CH2:25]/[CH:26]=[CH:27]/[CH2:28][O:29][C:30]1[CH:31]=[CH:32][C:33]([C:36]2([C:39]3[CH:40]=[CH:41][C:42]([Br:45])=[CH:43][CH:44]=3)[CH2:38][CH2:37]2)=[CH:34][CH:35]=1)[CH3:50])[CH:47]=[CH2:48]

Participants

Reactant 4

HCID 69391N-Methylallylamine

HCID 641245trans-1,4-Dibromo-2-butene

HCID 18434109HCID 18434109, compound

HCID 18434231HCID 18434231, compound

Product 1

HCID 18434287HCID 18434287, compound

Procedure

from 4-(1-(4-bromo-phenyl)-cyclopropyl)-phenol (Ex. Eg) and (E)-1,4-dibromo-2-butene via (E)-1-(4-(4-bromo-but-2-enyloxy)-phenyl]-1-(4-bromo-phenyl)-cyclopropane and reaction with N-allyl-methyl-amine there is obtained (E)-allyl-[4-[4-[1-(4-bromo-phenyl)-cyclopropyl]-phenoxy]-but-2-enyl]-methyl-amine which is converted into the fumarate, MS: m/e 412 (M+H+, 1Br).

Sources & evidence

ORD record: ord-8050f496107548948a762ed511c897f7
Source dataset: uspto-grants-2000_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06034275

Reaction notes

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