1-[3-(2-chloro-4-methoxyphenoxy)propyloxymethyl]-4-hydroxy-2(1H)-quinolinone → 1-[3-(2-Chloro-4-Methoxyphenoxy)-propoxymethyl]-3-Formyl-4-Hydroxy-2(1H)-Quinolinone

HRID 1768534Notes

Reaction equation

HRID 1768534 reaction equation
[Cl:1][C:2]1[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:3]=1[O:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][N:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]([OH:20])=[CH:12][C:11]1=[O:21].[CH:28](C1C(=O)NC2C(C=1O)=CC=CC=2)=[O:29]>>[Cl:1][C:2]1[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:3]=1[O:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][N:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]([OH:20])=[C:12]([CH:28]=[O:29])[C:11]1=[O:21]

Participants

3

Reactant 2

HCID 547368481-[3-(2-chloro-4-methoxyphenoxy)propyloxymethyl]-4-hydroxy-2(1H)-quinolinoneHCID 1354088072,4-Dihydroxy-3-formylquinoline

Product 1

HCID 1357865191-[3-(2-Chloro-4-Methoxyphenoxy)-propoxymethyl]-3-Formyl-4-Hydroxy-2(1H)-Quinolinone

Procedure

Following the procedure set forth in Preparation B, 1-[3-(2-chloro-4-methoxyphenoxy)propyloxymethyl]-4-hydroxy-2(1H)-quinolinone was converted to 1[3-(2-chloro-4-methoxy)phenoxy)propyloxymethyl]-3-formyl-4-hydroxy-2(1H)-quinolinone. That the expected product was obtained was confirmed by the spectral data: MS: m/e 417 (M·+); NMR (CDCl3): δ2.01 (q, 2H, CH2), 3.75 (s, 3H, OCH3), 3.85 (q, 4H, CH2 --O), 10.21 (s, 1H, CHO).

Sources & evidence

ORD record
ord-fb5838f0374a425aab56b1ccfba9d7b4
Source dataset
uspto-grants-1995_01
Patent number
US05378694

Reaction notes

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