proline dl-form → Methyl 2-fluoro-6-hydroxy-4-(methylsulfonyl)benzoate

HRID 1149901Notes

Reaction equation

HRID 1149901 reaction equation
[Br:1][c:2]1[cH:3][c:4]([F:13])[c:5]([C:6](=[O:7])[O:8][CH3:9])[c:10]([OH:12])[cH:11]1.[CH3:14][S:15](=[O:16])[O-:17].[CH3:33][S:34]([CH3:35])=[O:36].[Cu:37][I:38].[K+:27].[K+:28].[Na+:18].[O-:29][C:30]([O-:31])=[O:32].[OH:19][C:20]([CH:21]1[NH:22][CH2:23][CH2:24][CH2:25]1)=[O:26]>>[c:2]1([S:15]([CH3:14])(=[O:16])=[O:17])[cH:3][c:4]([F:13])[c:5]([C:6](=[O:7])[O:8][CH3:9])[c:10]([OH:12])[cH:11]1

Participants

9

Reactant 8

HCID 614proline dl-formHCID 679Dimethyl SulfoxideHCID 813Potassium Cation2×HCID 923Sodium ionHCID 19660Carbonate IonHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 3870744MethanesulfinateHCID 66886502Methyl 4-bromo-2-fluoro-6-hydroxybenzoate

Product 1

HCID 66887484Methyl 2-fluoro-6-hydroxy-4-(methylsulfonyl)benzoate

Sources & evidence

ORD record
ord-b0a1334ddb024f3bb1f3d9bc5ffa4368
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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