2-(2,4-Difluorobenzyloxy)-5-formylbenzoic acid → n,n-Di-n-pentyl-2-(2,4-difluorobenzyloxy)-5-formylbenzamide

HRID 1583035Notes

Reaction equation

HRID 1583035 reaction equation
[F:1][C:2]1[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:3]=1[CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:12]([CH:15]=[O:16])=[CH:11][C:7]=1[C:8]([OH:10])=O.[CH2:22]([N:27](CCCCC)[C:28](=O)[C:29]1C=C(C=O)[CH:32]=[CH:31][C:30]=1OC)[CH2:23][CH2:24][CH2:25][CH3:26]>>[CH2:28]([N:27]([CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:8](=[O:10])[C:7]1[CH:11]=[C:12]([CH:15]=[O:16])[CH:13]=[CH:14][C:6]=1[O:5][CH2:4][C:3]1[CH:17]=[CH:18][C:19]([F:21])=[CH:20][C:2]=1[F:1])[CH2:29][CH2:30][CH2:31][CH3:32]

Participants

3

Reactant 2

HCID 227168082-(2,4-Difluorobenzyloxy)-5-formylbenzoic acidHCID 22716819n,n-Di-n-pentyl-2-methoxy-5-formylbenzamide

Product 1

HCID 11258993n,n-Di-n-pentyl-2-(2,4-difluorobenzyloxy)-5-formylbenzamide

Procedure

N,N-Di-n-pentyl-2-(2,4-difluorobenzyloxy)-5-formylbenzamide was prepared from 2-(2,4-difluorobenzyloxy)-5-formylbenzoic acid (200 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 (442 mg, 99%). 1H NMR (CDCl3) δ9.89 (s, 1H, O═C—H), 5.22 (d, 1H, CH2Ar), 5.10 (d, 1H, CH2Ar), 3.74 (m, 1H, NCH2), 3.14 (m, 1H, NCH2), 3.05 (m, 2H, NCH2).

Sources & evidence

ORD record
ord-41fa2da194c545d78f11b6e8a2b0e592
Source dataset
uspto-grants-2004_05
Patent number
US06740670B2

Reaction notes

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