Methyl Benzoate → HCID 68862922, compound

HRID 1784230Notes

Reaction equation

HRID 1784230 reaction equation
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8](Br)[CH:7]=[CH:6][C:5]=1[OH:11].[Cl:13][C:14]1[CH:15]=[C:16](B(O)O)[CH:17]=[CH:18][C:19]=1[F:20].C(OC)(=O)C1C=CC=CC=1.[Li+].[OH-].O.C1COCC1.C(O)C>>[CH3:1][O:2][C:3]([C:4]1[CH:9]=[C:8]([C:16]2[CH:17]=[CH:18][C:19]([F:20])=[C:14]([Cl:13])[CH:15]=2)[CH:7]=[CH:6][C:5]=1[OH:11])=[O:12]

Participants

5

Reactant 4

HCID 7150Methyl BenzoateHCID 77683Methyl 5-bromosalicylateHCID 27346603-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride)HCID 86596784HCID 86596784, compound

Product 1

HCID 68862922HCID 68862922, compound

Procedure

The resin-bound 3′-chloro-4′-fluoro-4-hydroxy-biphenyl-3-carboxylic acid methyl ester was prepared with 1.0 g (3.0 mmol) of above resin-bound 5-bromo-2-hydroxy-benzoic acid methyl ester and 1.6 g (9.0 mmol) of 3-chloro-4-fluoro-phenylboronic acid as described in Procedure K. The resulting resin-bound methyl benzoate was hydrolyzed with LiOH/H2O/THF/ethanol at rt for 3 days.

Sources & evidence

ORD record
ord-03f5875dd8004e5d8769e7b6f33d3805
Source dataset
uspto-grants-2009_03
Patent number
US07501538B2

Reaction notes

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