Hexylamine → HCID 9813085, compound

HRID 2179278Notes

Reaction equation

HRID 2179278 reaction equation
Br[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[CH2:10]([NH2:16])[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]>>[CH2:10]([NH:16][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1)[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

Participants

3

Reactant 2

HCID 8102HexylamineHCID 12162Benzonitrile, 4-bromo-

Product 1

HCID 9813085HCID 9813085, compoundYield 72%

Procedure

Using the general procedure, 4-bromobenzonitrile (182 mg, 1.0 mmol) was coupled with n-hexylamine (198 μL, 1.5 mmol). Purification of the crude product by column chromatography on silica gel using hexane/ethyl acetate (6:1) as eluent afforded the desired product as a light yellow solid (145 mg, 72% yield). Rf=0.6 (hexane/ethyl acetate=3:1).

Workup

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

Sources & evidence

ORD record
ord-0d36fb9bb3b84760870798c4ba20d5e6
Source dataset
uspto-grants-2015_06
Patent number
US09067955B2

Reaction notes

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