Acetate → 5-(p-Methoxyphenyl)ethenyl-3-hydroxyphthalide

HRID 831863Notes

Reaction equation

HRID 831863 reaction equation
[C:52]([O-:53])(=[O:54])[CH3:55].[C:57]([O-:58])(=[O:59])[CH3:60].[CH3:13][O:14][c:15]1[cH:16][cH:17][c:18]([CH:19]=[CH2:20])[cH:21][cH:22]1.[CH3:45][CH2:46][N:47]([CH2:48][CH3:49])[CH2:50][CH3:51].[CH3:62][S:63]([CH3:64])=[O:65].[OH2:61].[OH:1][CH:2]1[O:3][C:4](=[O:5])[c:6]2[cH:7][cH:8][c:9]([Br:12])[cH:10][c:11]21.[Pd+2:56].[c:23]1([CH3:24])[cH:25][cH:26][cH:27][cH:28][c:29]1[P:30]([c:31]1[cH:32][cH:33][cH:34][cH:35][c:36]1[CH3:37])[c:38]1[cH:39][cH:40][cH:41][cH:42][c:43]1[CH3:44]>>[OH:1][CH:2]1[O:3][C:4](=[O:5])[c:6]2[cH:7][cH:8][c:9]([CH:20]=[CH:19][c:18]3[cH:17][cH:16][c:15]([O:14][CH3:13])[cH:22][cH:21]3)[cH:10][c:11]21

Participants

9

Reactant 8

HCID 175Acetate2×HCID 679Dimethyl SulfoxideHCID 962WaterHCID 8471TriethylamineHCID 125074-MethoxystyreneHCID 80271Tri-o-tolylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 142348425-bromo-3-hydroxy-3H-isobenzofuran-1-one

Product 1

HCID 541401895-(p-Methoxyphenyl)ethenyl-3-hydroxyphthalide

Sources & evidence

ORD record
ord-ee16770a74ff494b823aa618ad8702c1
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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