Bromide ion → 6-{2-(2,4-Dichloro-6-hydroxyphenyl)-ethyl}-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-one

Reaction equation

[Br-:29].[Br-:31].[CH2:26]([Cl:27])[Cl:28].[Cl:1][c:2]1[c:3]([CH2:16][CH2:17][CH:18]2[CH2:19][CH:20]([OH:25])[CH2:21][C:22](=[O:24])[O:23]2)[c:4]([O:9][CH2:10][O:11][CH2:12][CH2:13][O:14][CH3:15])[cH:5][c:6]([Cl:8])[cH:7]1.[Zn+2:30]>>[Cl:1][c:2]1[c:3]([CH2:16][CH2:17][CH:18]2[CH2:19][CH:20]([OH:25])[CH2:21][C:22](=[O:24])[O:23]2)[c:4]([OH:9])[cH:5][c:6]([Cl:8])[cH:7]1

Participants

Reactant 4

HCID 259Bromide ion2×

HCID 6344Dichloromethane

HCID 32051Zinc(2+)

HCID 135531946-{2-[2,4-dichloro-6-(2-methoxyethoxymethoxy) phenyl]ethyl}-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-one

Product 1

HCID 135531966-{2-(2,4-Dichloro-6-hydroxyphenyl)-ethyl}-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-one

Sources & evidence

ORD record: ord-80130cf318274a8383f7936e25979104
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (3/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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