4-(Trifluoromethyl)benzylamine → N-(3-dodec-1-ynylbenzyl)-N-[4-(trifluoromethyl)benzyl]amine

HRID 735949Notes

Reaction equation

HRID 735949 reaction equation
[C:1]([C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH:16]=O)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[F:21][C:22]([F:32])([F:31])[C:23]1[CH:30]=[CH:29][C:26]([CH2:27][NH2:28])=[CH:25][CH:24]=1>>[C:1]([C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH2:16][NH:28][CH2:27][C:26]1[CH:25]=[CH:24][C:23]([C:22]([F:21])([F:31])[F:32])=[CH:30][CH:29]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

3

Reactant 2

HCID 768044-(Trifluoromethyl)benzylamineHCID 183729943-(1-Dodecynyl)benzaldehyde

Product 1

HCID 67187424N-(3-dodec-1-ynylbenzyl)-N-[4-(trifluoromethyl)benzyl]amineYield 37%

Procedure

The same procedure as employed in the preparation of Example 226 (step a) but using 3-dodec-1-ynylbenzaldehyde and 4-(trifluoromethyl)benzylamine gave the title compound (37%). M+(LC/MS(ESI)): 430.5. HPLC (Condition A), Rt: 4.82 min (HPLC purity 94.7%).

Workup

  1. customThe same procedure as employed in the preparation of Example 226 (step a) but

Sources & evidence

ORD record
ord-79cdd4f757b34e7bbaaa846a40963752
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

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