proline dl-form → [5-Fluoro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-YL]methanol

HRID 2139442Notes

Reaction equation

HRID 2139442 reaction equation
[Br:1][c:2]1[cH:3][c:4]([F:14])[c:5]2[c:6]([cH:13]1)[O:7][CH:8]([CH2:11][OH:12])[CH2:9][O:10]2.[CH3:15][S:16](=[O:17])[O-:18].[CH3:30][S:31]([CH3:32])=[O:33].[Cu:34][I:35].[Na+:19].[Na+:29].[OH-:28].[OH:20][C:21]([CH:22]1[NH:23][CH2:24][CH2:25][CH2:26]1)=[O:27]>>[c:2]1([S:16]([CH3:15])(=[O:17])=[O:18])[cH:3][c:4]([F:14])[c:5]2[c:6]([cH:13]1)[O:7][CH:8]([CH2:11][OH:12])[CH2:9][O:10]2

Participants

8

Reactant 7

HCID 614proline dl-formHCID 679Dimethyl SulfoxideHCID 923Sodium ion2×HCID 961HydroxideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 3870744MethanesulfinateHCID 66878254(7-Bromo-5-fluoro-2,3-dihydro-1,4-benzodioxin-2-yl)methanol

Product 1

HCID 66879117[5-Fluoro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-YL]methanol

Sources & evidence

ORD record
ord-cb7b1d96b5084177b9e5c7f0338e47bc
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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