2-(4-Trifluoromethylbenzyloxy)-5-formylbenzoic acid → n,n-Di-n-pentyl-2-(4-trifluoromethylbenzyloxy)-5-formylbenzamide

HRID 1583037Notes

Reaction equation

HRID 1583037 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:21]=[CH:20][C:6]([CH2:7][O:8][C:9]2[CH:17]=[CH:16][C:15]([CH:18]=[O:19])=[CH:14][C:10]=2[C:11]([OH:13])=O)=[CH:5][CH:4]=1.[CH2:24]([N:29](CCCCC)[C:30](=O)[C:31]1C=C(C=O)[CH:34]=[CH:33][C:32]=1OC)[CH2:25][CH2:26][CH2:27][CH3:28]>>[CH2:30]([N:29]([CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[C:11](=[O:13])[C:10]1[CH:14]=[C:15]([CH:18]=[O:19])[CH:16]=[CH:17][C:9]=1[O:8][CH2:7][C:6]1[CH:20]=[CH:21][C:3]([C:2]([F:23])([F:22])[F:1])=[CH:4][CH:5]=1)[CH2:31][CH2:32][CH2:33][CH3:34]

Participants

3

Reactant 2

HCID 227167872-(4-Trifluoromethylbenzyloxy)-5-formylbenzoic acidHCID 22716819n,n-Di-n-pentyl-2-methoxy-5-formylbenzamide

Product 1

HCID 22716796n,n-Di-n-pentyl-2-(4-trifluoromethylbenzyloxy)-5-formylbenzamide

Procedure

N,N-Di-n-pentyl-2-(4-trifluoromethylbenzyloxy)-5-formylbenzamide was prepared from 2-(4-trifluoromethylbenzyloxy)-5-formylbenzoic acid (300 mg, 1 eq) using the same procedure as for N,N-di-n-pentyl-2-methoxy-5-formylbenzamide. The product was obtained as a pale brown oil (424 mg, 99%). 1H NMR (CDCl3) δ9.88 (s, 1H, O═C—H), 5.21 (s, 2H, CH2Ar), 3.72 (m, 1H, NCH2), 3.20 (m, 1H, NCH2), 3.05 (m, 2H, NCH2).

Sources & evidence

ORD record
ord-a8a675057dde41f6982262d7d301729a
Source dataset
uspto-grants-2004_05
Patent number
US06740670B2

Reaction notes

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