Acetate → 5-(Trifluoromethyl)biphenyl-2-carboxylic acid

HRID 1229854Notes

Reaction equation

HRID 1229854 reaction equation
[Br:1][c:2]1[c:3]([C:4](=[O:5])[OH:6])[cH:7][cH:8][c:9]([C:11]([F:12])([F:13])[F:14])[cH:10]1.[C:72]([O-:73])(=[O:74])[CH3:75].[C:77]([O-:78])(=[O:79])[CH3:80].[CH3:65][CH2:66][O:67][C:68](=[O:69])[CH3:70].[CH:24]1([P:25]([CH:26]2[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]2)[c:32]2[cH:33][cH:34][cH:35][cH:36][c:37]2-[c:38]2[c:39]([O:40][CH3:41])[cH:42][cH:43][cH:44][c:45]2[O:46][CH3:47])[CH2:48][CH2:49][CH2:50][CH2:51][CH2:52]1.[Na+:59].[Na+:60].[O-:61][C:62](=[O:63])[O-:64].[O:53]1[CH2:54][CH2:55][O:56][CH2:57][CH2:58]1.[OH2:71].[OH:15][B:16]([OH:17])[c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1.[Pd+2:76]>>[c:2]1(-[c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[c:3]([C:4](=[O:5])[OH:6])[cH:7][cH:8][c:9]([C:11]([F:12])([F:13])[F:14])[cH:10]1

Participants

11

Reactant 10

HCID 175Acetate2×HCID 923Sodium ion2×HCID 962WaterHCID 8857Ethyl AcetateHCID 19660Carbonate IonHCID 312751,4-DioxaneHCID 66827Phenylboronic AcidHCID 676052-Bromo-4-(trifluoromethyl)benzoic acidHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl

Product 1

HCID 463151975-(Trifluoromethyl)biphenyl-2-carboxylic acid

Sources & evidence

ORD record
ord-59ee1c947d84428fa3c672824cdb9d69
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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