Acetate → Oxalic Acid

HRID 151825Notes

Reaction equation

HRID 151825 reaction equation
[Br:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][CH:8]2[NH:9][CH2:10][CH2:11][c:12]3[cH:13][c:14]([O:20][CH3:21])[c:15]([O:18][CH3:19])[cH:16][c:17]32)[cH:22][cH:23]1.[C:55](=[O:56])([O-:57])[O-:58].[C:63]([C:64](=[O:65])[OH:66])(=[O:67])[OH:68].[CH3:26][c:27]1[cH:28][cH:29][c:30]([B:33]([OH:34])[OH:35])[cH:31][cH:32]1.[Cl:84][CH2:85][Cl:86].[ClH:1].[Na+:25].[Na+:59].[Na+:60].[O-:76][C:77]([CH3:78])=[O:79].[O-:80][C:81]([CH3:82])=[O:83].[OH-:24].[OH2:61].[OH2:62].[OH:69][C:70]([C:71](=[O:72])[OH:73])=[O:74].[Pd+2:75].[c:36]1([P:37]([c:38]2[cH:39][cH:40][cH:41][cH:42][cH:43]2)[c:44]2[cH:45][cH:46][cH:47][cH:48][cH:49]2)[cH:50][cH:51][cH:52][cH:53][cH:54]1>>[C:63]([C:64](=[O:65])[OH:66])(=[O:67])[OH:68].[c:3]1(-[c:30]2[cH:29][cH:28][c:27]([CH3:26])[cH:32][cH:31]2)[cH:4][cH:5][c:6]([CH2:7][CH:8]2[NH:9][CH2:10][CH2:11][c:12]3[cH:13][c:14]([O:20][CH3:21])[c:15]([O:18][CH3:19])[cH:16][c:17]32)[cH:22][cH:23]1

Participants

14

Reactant 12

HCID 175Acetate2×HCID 313Hydrochloric AcidHCID 923Sodium ion3×HCID 961HydroxideHCID 962Water2×HCID 971Oxalic Acid2×HCID 6344DichloromethaneHCID 11776TriphenylphosphineHCID 19660Carbonate IonHCID 79799Tolylboronic acidHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 12144832HCID 12144832, compound

Product 2

HCID 971Oxalic AcidHCID 10287122HCID 10287122, compound

Sources & evidence

ORD record
ord-dce81b9f015a4738b28f570c68370206
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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