Hexane → 6-Bromo-8-trimethylsilanylethynyl-2,2,4,4-tetramethyl chroman

HRID 110389Notes

Reaction equation

HRID 110389 reaction equation
[Br:1][c:2]1[cH:3][c:4]2[c:9]([c:10]([OH:12])[cH:11]1)[O:8][C:7]([CH3:13])([CH3:14])[CH2:6][C:5]2([CH3:15])[CH3:16].[CH2:17]([N:18]([CH2:19][CH3:20])[CH2:21][CH3:22])[CH3:23].[CH3:24][Si:25]([CH3:26])([CH3:27])[C:28]#[CH:29].[CH3:30][CH2:31][O:32][C:33](=[O:34])[CH3:35].[CH3:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41].[Cu:42][I:43].[Pd:44]([Cl:45])[Cl:46].[c:47]1([P:48]([c:49]2[cH:50][cH:51][cH:52][cH:53][cH:54]2)[c:55]2[cH:56][cH:57][cH:58][cH:59][cH:60]2)[cH:61][cH:62][cH:63][cH:64][cH:65]1.[c:66]1([P:67]([c:68]2[cH:69][cH:70][cH:71][cH:72][cH:73]2)[c:74]2[cH:75][cH:76][cH:77][cH:78][cH:79]2)[cH:80][cH:81][cH:82][cH:83][cH:84]1>>[Br:1][c:2]1[cH:3][c:4]2[c:9]([c:10]([C:29]#[C:28][Si:25]([CH3:24])([CH3:26])[CH3:27])[cH:11]1)[O:8][C:7]([CH3:13])([CH3:14])[CH2:6][C:5]2([CH3:15])[CH3:16]

Participants

9

Reactant 8

HCID 8058HexaneHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 574242146-Bromo-8-hydroxy-2,2,4,4-tetramethyl chroman

Product 1

HCID 574242166-Bromo-8-trimethylsilanylethynyl-2,2,4,4-tetramethyl chroman

Sources & evidence

ORD record
ord-a68321b23bf34de3927f5ce7d633dd19
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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