Ethanol → 2'-Methoxy-5-nitro[1,1'-biphenyl]-3-carboxylic acid

HRID 1126052Notes

Reaction equation

HRID 1126052 reaction equation
[C:28](=[O:29])([O-:30])[O-:31].[CH3:111][c:112]1[cH:113][cH:114][cH:115][cH:116][cH:117]1.[CH3:14][CH2:15][OH:16].[CH3:17][O:18][c:19]1[c:20]([B:25]([OH:26])[OH:27])[cH:21][cH:22][cH:23][cH:24]1.[Cs+:32].[Cs+:33].[I:1][c:2]1[cH:3][c:4]([C:5](=[O:6])[OH:7])[cH:8][c:9]([N+:11](=[O:12])[O-:13])[cH:10]1.[Pd:110].[c:34]1([P:35]([c:36]2[cH:37][cH:38][cH:39][cH:40][cH:41]2)[c:42]2[cH:43][cH:44][cH:45][cH:46][cH:47]2)[cH:48][cH:49][cH:50][cH:51][cH:52]1.[c:53]1([P:54]([c:55]2[cH:56][cH:57][cH:58][cH:59][cH:60]2)[c:61]2[cH:62][cH:63][cH:64][cH:65][cH:66]2)[cH:67][cH:68][cH:69][cH:70][cH:71]1.[c:72]1([P:73]([c:74]2[cH:75][cH:76][cH:77][cH:78][cH:79]2)[c:80]2[cH:81][cH:82][cH:83][cH:84][cH:85]2)[cH:86][cH:87][cH:88][cH:89][cH:90]1.[c:91]1([P:92]([c:93]2[cH:94][cH:95][cH:96][cH:97][cH:98]2)[c:99]2[cH:100][cH:101][cH:102][cH:103][cH:104]2)[cH:105][cH:106][cH:107][cH:108][cH:109]1>>[c:2]1(-[c:20]2[c:19]([O:18][CH3:17])[cH:24][cH:23][cH:22][cH:21]2)[cH:3][c:4]([C:5](=[O:6])[OH:7])[cH:8][c:9]([N+:11](=[O:12])[O-:13])[cH:10]1

Participants

9

Reactant 8

HCID 702EthanolHCID 1140TolueneHCID 11776Triphenylphosphine4×HCID 19660Carbonate IonHCID 23938PalladiumHCID 805803-Iodo-5-nitrobenzoic acidHCID 104967Cesium cation2×HCID 27339582-Methoxyphenylboronic acid

Product 1

HCID 532254102'-Methoxy-5-nitro[1,1'-biphenyl]-3-carboxylic acid

Sources & evidence

ORD record
ord-14dfe2ff68cd4f7e97b913466a580fc9
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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