4-(Trifluoromethyl)aniline → HCID 67186784, compound

HRID 735939Notes

Reaction equation

HRID 735939 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1.[C:12]([C:24]1[CH:31]=[CH:30][C:27]([CH:28]=O)=[CH:26][CH:25]=1)#[C:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]>>[C:12]([C:24]1[CH:31]=[CH:30][C:27]([CH2:28][NH:7][C:6]2[CH:8]=[CH:9][C:3]([C:2]([F:10])([F:11])[F:1])=[CH:4][CH:5]=2)=[CH:26][CH:25]=1)#[C:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

Participants

3

Reactant 2

HCID 99644-(Trifluoromethyl)anilineHCID 865985364-Dodec-1-ynylbenzaldehyde

Product 1

HCID 67186784HCID 67186784, compoundYield 42%

Procedure

The same procedure as employed in the preparation of Example 226 (step a) but using 4-(trifluoromethyl)aniline and 4-dodec-1-ynylbenzaldehyde gave the title compound as a pale yellow oil (42%). 1H NMR (CDCl3, 300 MHz) δ 7.40-7.23 (m, 8H), 4.35 (s, 2H), 2.40 (m, 2H), 1.62-1.27 (m, 16H), 0.88 (t, 3H, J=6.8 Hz). HPLC (Condition A), Rt: 7.0 min (HPLC purity: 99.4%).

Workup

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

Sources & evidence

ORD record
ord-14540291253649c6a1e5cf185216514c
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

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