4-Methoxyphenol → HCID 13079890, compound

HRID 649106Notes

Reaction equation

Br[C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[C:7]([Cl:12])[CH:6]=2.C[O:14][C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=1.Br[CH:23]([CH3:29])[C:24]([O:26][CH2:27][CH3:28])=[O:25].FC1C=[N+]([O-])C2C(C=1[N+]([O-])=O)=CC=CC=2>>[Cl:12][C:7]1[CH:6]=[C:5]2[C:10]([CH:11]=[C:2]([O:14][C:15]3[CH:20]=[CH:19][C:18]([O:21][CH:23]([CH3:29])[C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:17][CH:16]=3)[CH:3]=[N:4]2)=[CH:9][CH:8]=1

Participants

Reactant 4

HCID 90154-Methoxyphenol

HCID 79040Ethyl 2-bromopropionate

HCID 87158Quinoline, 3-fluoro-4-nitro-, 1-oxide

HCID 145559333-Bromo-7-chloroquinoline

Product 1

HCID 13079890HCID 13079890, compound

Procedure

Ethyl 2-{4-[(7-chloroquinolin-3-yl)oxy]phenoxy}propionate (5) was prepared from 3-bromo-7-chloroquinoline, 4-methoxyphenol and ethyl 2-bromopropionate following essentially the same procedure as that described in Example 1 parts (a), (b) and (c). The product, a pale yellow oil, was characterized by its proton magnetic resonance spectrum. Pmr spectrum (CDCl3 ; δ in ppm): 9.75 (1H, d); 8.06 (1H, bs); 7.41 (3H, m); 7.00 (4H, s); 4.75 (1H, q); 4.21 (2H, q); 1.62 (3H, d); 1.27 (3H, t).

Sources & evidence

ORD record: ord-5c2d0c0677df4fa9b30332d93ef54e29
Source dataset: uspto-grants-1988_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04738710

Reaction notes

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