4-Nitrobenzoic Acid → 4-Chloro-4'-nitrobenzophenone

HRID 2398920Notes

Reaction equation

HRID 2398920 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+:8]([C:11]1[CH:19]=[CH:18][C:14]([C:15](O)=[O:16])=[CH:13][CH:12]=1)([O-:10])=[O:9].ClC1C=C([N+]([O-])=O)C=CC=1C(O)=O>C1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:15](=[O:16])[C:14]2[CH:13]=[CH:12][C:11]([N+:8]([O-:10])=[O:9])=[CH:19][CH:18]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 61084-Nitrobenzoic AcidHCID 74482-Chloro-4-nitrobenzoic acidHCID 7964Chlorobenzene

Product 1

HCID 3477714-Chloro-4'-nitrobenzophenoneYield 36%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

The procedure of Example 21 is repeated in every detail except that a chlorobenzene solution of 4-nitrobenzoic acid is employed in lieu of a benzene solution of 2-chloro-4-nitrobenzoic acid to obtain a 36% yield of 4'-chloro-4-nitrobenzophenone having a melting point equal to 100° C. to 101° C.

Sources & evidence

ORD record
ord-242222a87d0444958cc60b5f394d996a
Source dataset
uspto-grants-1977_05
Patent number
US04026697

Reaction notes

Loading…