1-(Chloromethyl)-4-methanesulfonylbenzene → 2-Fluoro-4-(4-methanesulfonyl-benzyloxy)-benzoic Acid Methyl Ester

HRID 642180Notes

Reaction equation

HRID 642180 reaction equation
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][C:5]=1[F:11].[CH3:13][S:14]([C:17]1[CH:24]=[CH:23][C:20]([CH2:21]Cl)=[CH:19][CH:18]=1)(=[O:16])=[O:15]>>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:21][C:20]2[CH:19]=[CH:18][C:17]([S:14]([CH3:13])(=[O:16])=[O:15])=[CH:24][CH:23]=2)=[CH:6][C:5]=1[F:11]

Participants

3

Reactant 2

HCID 1235301-(Chloromethyl)-4-methanesulfonylbenzeneHCID 22463192Methyl 2-fluoro-4-hydroxybenzoate

Product 1

HCID 576851252-Fluoro-4-(4-methanesulfonyl-benzyloxy)-benzoic Acid Methyl Ester

Procedure

The title compound is prepared in a manner substantially analogous to Procedure E except KI (1.0 eq.) is also added from 2-fluoro-4-hydroxy-benzoic acid methyl ester [CAS 197507-22-5] and 4-methylsulfonylbenzyl chloride. 1H NMR (DMSO) 8.0 (d, 2H), 7.9 (t, 1H), 7.7 (d, 2H), 7.1 (dd, 1H), 7.0 (dd, 1H), 5.4 (s, 2H), 3.8 (s, 3H), 3.3 (s, 3H)

Sources & evidence

ORD record
ord-e4407ff4917b45f78c1e7911226e0f98
Source dataset
uspto-grants-2010_04
Patent number
US07696234B2

Reaction notes

Loading…