Acetate → methyl 2-[3-(4-acetyloxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)prop-1-enyl]-3-methylbenzoate

HRID 1200320Notes

Reaction equation

HRID 1200320 reaction equation
[Ag+2:57].[Br:21][c:22]1[c:23]([C:24](=[O:25])[O:26][CH3:27])[cH:28][cH:29][cH:30][c:31]1[CH3:32].[C:1]([CH3:2])(=[O:3])[O:4][c:5]1[c:6]2[c:10]([c:11]([CH3:19])[c:12]([O:17][CH3:18])[c:13]1[CH2:14][CH:15]=[CH2:16])[CH2:9][O:8][C:7]2=[O:20].[C:53](=[O:54])([O-:55])[O-:56].[C:58]([O-:59])(=[O:60])[CH3:61].[C:63]([O-:64])(=[O:65])[CH3:66].[CH3:68][N:69]([CH3:70])[CH:71]=[O:72].[ClH:52].[OH2:67].[Pd+2:62].[c:33]1([P:34]([c:35]2[cH:36][cH:37][cH:38][cH:39][cH:40]2)[c:41]2[cH:42][cH:43][cH:44][cH:45][cH:46]2)[cH:47][cH:48][cH:49][cH:50][cH:51]1>>[C:1]([CH3:2])(=[O:3])[O:4][c:5]1[c:6]2[c:10]([c:11]([CH3:19])[c:12]([O:17][CH3:18])[c:13]1[CH2:14][CH:15]=[CH:16][c:22]1[c:23]([C:24](=[O:25])[O:26][CH3:27])[cH:28][cH:29][cH:30][c:31]1[CH3:32])[CH2:9][O:8][C:7]2=[O:20]

Participants

11

Reactant 10

HCID 175Acetate2×HCID 313Hydrochloric AcidHCID 962WaterHCID 6228DimethylformamideHCID 11776TriphenylphosphineHCID 19660Carbonate IonHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 10823279Methyl 2-Bromo-3-methylbenzoateHCID 190463174-Acetoxy-5-allyl-1,3-dihydro-6-methoxy-7-methyl-3-oxoisobenzofuranHCID 178419107HCID 178419107, compound

Product 1

HCID 54103821methyl 2-[3-(4-acetyloxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)prop-1-enyl]-3-methylbenzoate

Sources & evidence

ORD record
ord-64c17b547c5a4da99edb6746c9e444b9
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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