Tetrahydrofuran → Tert-butyl 2-methoxy-6-((trimethylsilyl)ethynyl)phenylcarbamate

HRID 683241Notes

Reaction equation

HRID 683241 reaction equation
[C:18](#[CH:19])[Si:20]([CH3:21])([CH3:22])[CH3:23].[CH2:31]1[O:32][CH2:33][CH2:34][CH2:35]1.[CH3:24][CH2:25][N:26]([CH2:27][CH3:28])[CH2:29][CH3:30].[Cu:36][I:37].[I:1][c:2]1[c:3]([NH:10][C:11]([O:12][C:13]([CH3:14])([CH3:15])[CH3:16])=[O:17])[c:4]([O:8][CH3:9])[cH:5][cH:6][cH:7]1.[Pd:38]([Cl:39])[Cl:40].[c:41]1([P:42]([c:43]2[cH:44][cH:45][cH:46][cH:47][cH:48]2)[c:49]2[cH:50][cH:51][cH:52][cH:53][cH:54]2)[cH:55][cH:56][cH:57][cH:58][cH:59]1.[c:60]1([P:61]([c:62]2[cH:63][cH:64][cH:65][cH:66][cH:67]2)[c:68]2[cH:69][cH:70][cH:71][cH:72][cH:73]2)[cH:74][cH:75][cH:76][cH:77][cH:78]1>>[c:2]1([C:19]#[C:18][Si:20]([CH3:21])([CH3:22])[CH3:23])[c:3]([NH:10][C:11]([O:12][C:13]([CH3:14])([CH3:15])[CH3:16])=[O:17])[c:4]([O:8][CH3:9])[cH:5][cH:6][cH:7]1

Participants

8

Reactant 7

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 10760198Tert-butyl 2-iodo-6-methoxyphenylcarbamate

Product 1

HCID 10829462Tert-butyl 2-methoxy-6-((trimethylsilyl)ethynyl)phenylcarbamate

Sources & evidence

ORD record
ord-a705689e15e24690b937ab504bae3c30
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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