4-Bromotoluene → HCID 9834366, compound

HRID 1883443Notes

Reaction equation

HRID 1883443 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1.[C:9]1([CH2:15][CH2:16][NH2:17])[CH2:14][CH2:13][CH2:12][CH2:11][CH:10]=1>>[CH3:8][C:5]1[CH:6]=[CH:7][C:2]([NH:17][CH2:16][CH2:15][C:9]2[CH2:14][CH2:13][CH2:12][CH2:11][CH:10]=2)=[CH:3][CH:4]=1

Participants

3

Reactant 2

HCID 78054-BromotolueneHCID 769382-(1-Cyclohexenyl)ethylamine

Product 1

HCID 9834366HCID 9834366, compoundYield 95.2%

Procedure

Using the general procedure, 4-bromotoluene (172 mg, 1.0 mmol) was coupled with 2-(1-cyclohexenyl)ethylamine (209 μL, 1.5 mmol). Purification of the crude product by column chromatography on silica gel using hexane/ethyl acetate (20:1) as eluent afforded the desired product as a colorless oil (205 mg, 95% yield). Rf=0.6 (hexane/ethyl acetate=10:1).

Workup

  1. customPurification of the crude product by column chromatography on silica gel

Sources & evidence

ORD record
ord-3f49d5db793d4f55b39d4717a99addc2
Source dataset
uspto-grants-2004_07
Patent number
US06759554B2

Reaction notes

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