Sodium Carbonate → HCID 69207985, compound

HRID 2373816Notes

Reaction equation

[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=2)[CH:8]=[C:9](Br)[C:10]=1[OH:11])=[O:4].[C:23]1(B(O)O)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C([O-])([O-])=O.[Na+].[Na+]>C1(C)C=CC=CC=1.CCOC(C)=O>[CH3:1][O:2][C:3]([C:5]1[C:10]([OH:11])=[C:9]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:8]=[C:7]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=2)[CH:6]=1)=[O:4]

Participants

Conditions

Temperature: 80 °C

Procedure

To a solution of 5-Bromo-4-hydroxy-4′-trifluoromethyl-biphenyl-3-carboxylic acid methylester (0.3 g, 0.8 mmol) in toluene (5 mL) was added phenylboronic acid (0.19 g, 1.6 mmol), tetrakistriphenylphosphine (0.0.09 g, 0.08 mmol), Na2CO3(2.4 ml, 1N solution) and stirred the reaction mixture at 80° C. for 10 h. The reaction mixture was diluted with EtOAc (10 mL) and washed with water, brine and dried over Na2SO4. Solvent was removed under reduced pressure and silicagel column chromatography (20:80 EtOAc:hexane) gave pure 4′-Hydroxy-4-trifluoromethyl-[1,1′;3′,1″]terphenyl-5′-carboxylic acid methyl ester (0.21 g).

Workup

washwashed with water, brine
dry with materialdried over Na2SO4
customSolvent was removed under reduced pressure and silicagel column chromatography (20:80 EtOAc:hexane)

Sources & evidence

ORD record: ord-d8e11f7f7d804d4591d9cb214c2b551d
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07459472B2

Reaction notes

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