3',5'-Bis(trifluoromethyl)propiophenone → HCID 18537339, compound

HRID 412963Notes

Reaction equation

HRID 412963 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:4]=[C:5]([C:13](=[O:17])[CH:14]([Br:16])[CH3:15])[CH:6]=[C:7](C(F)(F)F)[CH:8]=1.[F:20]C(F)(F)C1C=C(C(=O)CC)C=C(C(F)(F)F)C=1>>[Br:16][CH:14]([CH3:15])[C:13]([C:5]1[CH:4]=[C:3]([C:2]([F:19])([F:18])[F:1])[CH:8]=[C:7]([F:20])[CH:6]=1)=[O:17]

Participants

3

Reactant 2

HCID 5228253',5'-Bis(trifluoromethyl)propiophenoneHCID 18537360HCID 18537360, compound

Product 1

HCID 18537339HCID 18537339, compoundYield 86%

Procedure

1-[3,5-Bis(trifluoromethyl)phenyl]-2-bromopropan-1-one: A stirred suspension of 1 g (3.7 mmol) of 1-[3,5-bis(trifluoromethyl)phenyl]-propan-1-one (Lancaster, Windham, N.J., USA) treated in a manner similar to that for Example 127, step (a) to give 2-bromo-1-[3-fluoro-5-(trifluoromethyl)phenyl]propan-1-one (1.1 g, 86%). 1H-NMR (DMSO-d6; 300 MHz) δ 8.46 (m, 2H), 8.09 (m, 1), 5.26 (q, 1H, J=6.6Hz), 1.96 (d, 3H, J=6.5 Hz). Mass spectrum (MALDI-TOF, CHCA matrix, mtz): Calcd. for C11H7OBrF6, 349.0 (M+H), found 348.9.

Workup

  1. additiontreated in a manner similar to that for Example 127, step (a)

Sources & evidence

ORD record
ord-1390a416e48743d6bf89b24bddd2bce6
Source dataset
uspto-grants-2003_05
Patent number
US06562840B1

Reaction notes

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