Acetate → Methyl 5-chloro-2-[2-(trimethylsilyl)ethynyl]benzoate

HRID 1217039Notes

Reaction equation

HRID 1217039 reaction equation
[Br:1][c:2]1[c:3]([C:4](=[O:5])[O:6][CH3:7])[cH:8][c:9]([Cl:12])[cH:10][cH:11]1.[C:32](#[CH:33])[Si:34]([CH3:35])([CH3:36])[CH3:37].[Cu:38][I:39].[O-:41][C:42]([CH3:43])=[O:44].[O-:45][C:46]([CH3:47])=[O:48].[Pd+2:40].[c:13]1([P:14]([c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28][cH:29][cH:30][cH:31]1>>[c:2]1([C:33]#[C:32][Si:34]([CH3:35])([CH3:36])[CH3:37])[c:3]([C:4](=[O:5])[O:6][CH3:7])[cH:8][c:9]([Cl:12])[cH:10][cH:11]1

Participants

7

Reactant 6

HCID 175Acetate2×HCID 11776TriphenylphosphineHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 280500Methyl 2-Bromo-5-chlorobenzoate

Product 1

HCID 70872518Methyl 5-chloro-2-[2-(trimethylsilyl)ethynyl]benzoate

Sources & evidence

ORD record
ord-8ac0df4eae6a45aab82e90fd61cf6619
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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