Acetate → 2-(4-Hydroxyphenyl)naphthalene-1,4-dione

HRID 2158489Notes

Reaction equation

HRID 2158489 reaction equation
[Br:1][C:2]1=[CH:11][C:10](=[O:12])[c:9]2[c:4]([cH:5][cH:6][cH:7][cH:8]2)[C:3]1=[O:13].[C:51]([O-:52])(=[O:53])[CH3:54].[C:56]([O-:57])(=[O:58])[CH3:59].[CH3:61][c:62]1[cH:63][cH:64][cH:65][cH:66][cH:67]1.[CH:32]1([P:33]([CH:34]2[CH2:35][CH2:36][CH2:37][CH2:38][CH2:39]2)[CH:40]2[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45]2)[CH2:46][CH2:47][CH2:48][CH2:49][CH2:50]1.[K+:29].[K+:30].[K+:31].[OH2:60].[OH:14][c:15]1[cH:16][cH:17][c:18]([B:21]([OH:22])[OH:23])[cH:19][cH:20]1.[P:24]([O-:25])([O-:26])([O-:27])=[O:28].[Pd+2:55]>>[C:2]1([c:18]2[cH:17][cH:16][c:15]([OH:14])[cH:20][cH:19]2)=[CH:11][C:10](=[O:12])[c:9]2[c:4]([cH:5][cH:6][cH:7][cH:8]2)[C:3]1=[O:13]

Participants

10

Reactant 9

HCID 175Acetate2×HCID 813Potassium Cation3×HCID 962WaterHCID 1061PhosphateHCID 1140TolueneHCID 749441,4-Naphthalenedione, 2-bromo-HCID 75806TricyclohexylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 27343604-Hydroxyphenylboronic acid

Product 1

HCID 117768692-(4-Hydroxyphenyl)naphthalene-1,4-dione

Sources & evidence

ORD record
ord-485da276d8aa42a3b616f5711eaae095
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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