Diisopropylamine → Ethyl 4-((trimethylsilyl)ethynyl)benzoate

HRID 1145420Notes

Reaction equation

HRID 1145420 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]([C:6](=[O:7])[O:8][CH2:9][CH3:10])[cH:11][cH:12]1.[C:13](#[CH:14])[Si:15]([CH3:16])([CH3:17])[CH3:18].[CH2:26]1[O:27][CH2:28][CH2:29][CH2:30]1.[CH:19]([NH:20][CH:21]([CH3:22])[CH3:23])([CH3:24])[CH3:25].[Pd:31]([Cl:32])[Cl:33].[c:34]1([P:35]([c:36]2[cH:37][cH:38][cH:39][cH:40][cH:41]2)[c:42]2[cH:43][cH:44][cH:45][cH:46][cH:47]2)[cH:48][cH:49][cH:50][cH:51][cH:52]1.[c:53]1([P:54]([c:55]2[cH:56][cH:57][cH:58][cH:59][cH:60]2)[c:61]2[cH:62][cH:63][cH:64][cH:65][cH:66]2)[cH:67][cH:68][cH:69][cH:70][cH:71]1>>[c:2]1([C:14]#[C:13][Si:15]([CH3:16])([CH3:17])[CH3:18])[cH:3][cH:4][c:5]([C:6](=[O:7])[O:8][CH2:9][CH3:10])[cH:11][cH:12]1

Participants

7

Reactant 6

HCID 7912DiisopropylamineHCID 8028TetrahydrofuranHCID 11776Triphenylphosphine2×HCID 22043Ethyl 4-bromobenzoateHCID 24290Palladium ChlorideHCID 66111Trimethylsilylacetylene

Product 1

HCID 10729134Ethyl 4-((trimethylsilyl)ethynyl)benzoate

Sources & evidence

ORD record
ord-779a501c3c634ba6b409f3a9b8e4099e
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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