Tetrahydrofuran → Methyl 4-trimethylsilylethynylbenzoate

HRID 2342286Notes

Reaction equation

HRID 2342286 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]([C:6](=[O:7])[O:8][CH3:9])[cH:10][cH:11]1.[CH2:25]1[O:26][CH2:27][CH2:28][CH2:29]1.[CH3:12][Si:13]([CH3:14])([CH3:15])[C:16]#[CH:17].[CH3:18][CH2:19][N:20]([CH2:21][CH3:22])[CH2:23][CH3:24].[CH3:30][CH2:31][O:32][C:33]([CH3:34])=[O:35].[Pd:36]([Cl:37])[Cl:38].[c:39]1([P:40]([c:41]2[cH:42][cH:43][cH:44][cH:45][cH:46]2)[c:47]2[cH:48][cH:49][cH:50][cH:51][cH:52]2)[cH:53][cH:54][cH:55][cH:56][cH:57]1.[c:58]1([P:59]([c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)[c:66]2[cH:67][cH:68][cH:69][cH:70][cH:71]2)[cH:72][cH:73][cH:74][cH:75][cH:76]1>>[c:2]1([C:17]#[C:16][Si:13]([CH3:12])([CH3:14])[CH3:15])[cH:3][cH:4][c:5]([C:6](=[O:7])[O:8][CH3:9])[cH:10][cH:11]1

Participants

8

Reactant 7

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 12081Methyl 4-bromobenzoateHCID 24290Palladium ChlorideHCID 66111Trimethylsilylacetylene

Product 1

HCID 640161Methyl 4-trimethylsilylethynylbenzoate

Sources & evidence

ORD record
ord-9576d8925a3240d697544ead4c09efe5
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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