Acetic Anhydride → 3-(6-Fluoroquinol-2-yl-trans-ethenyl)benzaldehyde

HRID 1109776

Reaction equation

HRID 1109776 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([F:12])[CH:8]=2)[N:3]=1.[CH:13]1[CH:18]=[C:17]([CH:19]=[O:20])[CH:16]=[C:15]([CH:21]=O)[CH:14]=1.C(OC(=O)C)(=O)C>C1(C)C(C)=CC=CC=1>[F:12][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2](/[CH:1]=[CH:21]/[C:15]1[CH:16]=[C:17]([CH:18]=[CH:13][CH:14]=1)[CH:19]=[O:20])[CH:11]=[CH:10]2

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 34777IsophthalaldehydeHCID 707846-Fluoro-2-methylquinoline

Product 1

HCID 867479333-(6-Fluoroquinol-2-yl-trans-ethenyl)benzaldehydeYield 50.7%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

Using the procedure of Preparation I1, 5.04 g of 2-methyl-6-fluoroquinoline, 4.20 g of isophthaldehyde and 8.86 ml of acetic anhydride in 100 ml of xylene gave 4.40 g of the titled product as a pale yellow solid, m.p. 110°-111° C.

Sources & evidence

ORD record
ord-738497aa53d248f584e17253f2da180e
Source dataset
uspto-grants-1994_06
Patent number
US05322847

Linked notes

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