3,4-Dichlorophenethylamine → N-[2-(3,4-dichlorophenyl)ethyl]-N-(4-dodec-1-ynylbenzyl)amine

HRID 736000Notes

Reaction equation

HRID 736000 reaction equation
[C:1]([C:13]1[CH:20]=[CH:19][C:16]([CH:17]=O)=[CH:15][CH:14]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[Cl:21][C:22]1[CH:23]=[C:24]([CH2:29][CH2:30][NH2:31])[CH:25]=[CH:26][C:27]=1[Cl:28]>>[Cl:21][C:22]1[CH:23]=[C:24]([CH2:29][CH2:30][NH:31][CH2:17][C:16]2[CH:19]=[CH:20][C:13]([C:1]#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])=[CH:14][CH:15]=2)[CH:25]=[CH:26][C:27]=1[Cl:28]

Participants

3

Reactant 2

HCID 2179583,4-DichlorophenethylamineHCID 865985364-Dodec-1-ynylbenzaldehyde

Product 1

HCID 67187845N-[2-(3,4-dichlorophenyl)ethyl]-N-(4-dodec-1-ynylbenzyl)amine

Procedure

The same procedure as employed in the preparation of Example 394 (step b) but using 4-dodec-1-ynylbenzaldehyde and 2-(3,4-dichlorophenyl)ethylamine gave the title compound as an oil. M+(LC/MS(ESI)): 444.4. HPLC (Condition A), Rt: 5.27 min (HPLC purity: 83.9 %).

Workup

  1. customThe same procedure as employed in the preparation of Example 394 (step b)

Sources & evidence

ORD record
ord-966dac812777402a8666bb6423861fd3
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

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