proline dl-form → Tert-butyl 3-(methylsulfonyl)benzoate

Reaction equation

[Br:1][c:2]1[cH:3][c:4]([C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][cH:14]1.[CH3:15][S:16](=[O:17])[O-:18].[Cu:30][I:31].[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]([C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][cH:14]1

Participants

Reactant 6

HCID 614proline dl-form

HCID 923Sodium Ion2×

HCID 961Hydroxide

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)

HCID 334079tert-Butyl 3-bromobenzoate

HCID 3870744Methanesulfinate

Product 1

HCID 59539564Tert-butyl 3-(methylsulfonyl)benzoate

Sources & evidence

ORD record: ord-457143b0084d46b18310d5425e34893c
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (10/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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