3-Methyl-allyloxybenzene → HCID 14154908, compound

HRID 4710Notes

Reaction equation

HRID 4710 reaction equation
[CH3:1][N+:2]([O-:17])=[C:3]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12](C)[CH:11]=1)[CH2:4][N:5]1[CH:9]=[N:8][CH:7]=[N:6]1.C[C:19]1[CH:20]=[C:21]([O:25][CH2:26][CH:27]=[CH2:28])[CH:22]=[CH:23][CH:24]=1>>[C:10]1([C:3]2([CH2:4][N:5]3[CH:9]=[N:8][CH:7]=[N:6]3)[CH2:28][CH:27]([CH2:26][O:25][C:21]3[CH:22]=[CH:23][CH:24]=[CH:19][CH:20]=3)[O:17][N:2]2[CH3:1])[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 2412733-Methyl-allyloxybenzeneHCID 72727632HCID 72727632, compound

Product 1

HCID 14154908HCID 14154908, compound

Procedure

Compound 3 (R1 =R2 =H) was prepared by a procedure similar to that described in Example 1 by reacting N-methyl-1-phenyl-2-(1H-1,2,4-triazol-1-yl)ethanimine N-oxide (1, R1 =H) with allyl phenyl ether (2, R2 =H). The resulting cis- and trans-diastereomeric mixture of the title compound was flash-chromatographed on neutral silica gel using chloroform-methanol (99:1 by volume) as eluent. Isomer A has a melting point 68°-75° C. (ethyl acetate-hexane, 1:1 by volume).

Workup

  1. customwas flash-chromatographed on neutral silica gel

Sources & evidence

ORD record
ord-f5ad352ed1c74d3988e13524a6474adc
Source dataset
uspto-grants-1988_02
Patent number
US04727157

Reaction notes

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