3-(Trifluoromethyl)aniline → 3,5-Di(benzyloxy)-3'-(trifluoromethyl)benzanilid

HRID 431383Notes

Reaction equation

HRID 431383 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]=[C:16]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:17]=1)[C:12](Cl)=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:26][C:27]([F:36])([F:35])[C:28]1[CH:29]=[C:30]([CH:32]=[CH:33][CH:34]=1)[NH2:31]>C1COCC1>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]=[C:16]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:17]=1)[C:12]([NH:31][C:30]1[CH:32]=[CH:33][CH:34]=[C:28]([C:27]([F:26])([F:35])[F:36])[CH:29]=1)=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 73753-(Trifluoromethyl)anilineHCID 108318693,5-Bis(benzyloxy)benzoyl chloride

Product 1

HCID 102772963,5-Di(benzyloxy)-3'-(trifluoromethyl)benzanilid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(Examplary Compound 8). The title compound was prepared according to the procedure of Scheme I-A, starting from 3,5-bis(benzyloxy)benzoic acid chloride and 3-(trifluoromethyl)aniline in THF solution. White solid, yield 0.250 g (69%). 1H NMR (DMSO-d6, 400 MHz), δ: 10.47 (s, 1H); 8.24 (s, 1H); 8.06 (d, J=8.3 Hz, 1H); 7.60 (t, J=8.0 Hz, 1H); 7.51-7.32 (m, 11H); 7.25 (s, 2H); 6.95 (s, 1H); 5.18 (s, 4H). Anal: Calcd. for C28H22F3NO3: 70.43; H, 4.64; N, 2.93. Found: C, 70.58; H, 4.67; N, 2.91.

Sources & evidence

ORD record
ord-bbea766bfac34e7cb3a7c065633ef599
Source dataset
uspto-grants-2003_12
Patent number
US06656971B2

Reaction notes

Loading…